Next Article in Journal
Salicylic Acid Applied via Irrigation Enhances Young Carica papaya L. Plant Performance under Water Deficit
Next Article in Special Issue
Elucidating Softening Mechanism of Honey Peach (Prunus persica L.) Stored at Ambient Temperature Using Untargeted Metabolomics Based on Liquid Chromatography-Mass Spectrometry
Previous Article in Journal
The Effects of UV-C Irradiation and Low Temperature Treatment on Microbial Growth and Oxidative Damage in Fresh-Cut Bitter Gourd (Momordica charantia L.)
 
 
Font Type:
Arial Georgia Verdana
Font Size:
Aa Aa Aa
Line Spacing:
Column Width:
Background:
Article

Analysis of Volatile Compounds in Different Varieties of Plum Fruits Based on Headspace Solid-Phase Microextraction-Gas Chromatography-Mass Spectrometry Technique

1
Fruit Crops Center of Guizhou Engineering Research, College of Agricultural, Guizhou University, Guiyang 550025, China
2
Guizhou Workstation for Fruit and Vegetables, Guiyang 550025, China
3
Guizhou Academy of Agricultural Sciences, Guiyang 550006, China
*
Authors to whom correspondence should be addressed.
Horticulturae 2023, 9(10), 1069; https://doi.org/10.3390/horticulturae9101069
Submission received: 29 August 2023 / Revised: 17 September 2023 / Accepted: 19 September 2023 / Published: 23 September 2023

Abstract

:
To investigate the differences in the volatile compounds of plum fruit samples from different cultivars, the volatile compounds of the ‘Fengtang’ plum, ‘Kongxin’ plum, and ‘Cuihong’ plum fruits were analyzed using headspace solid-phase microextraction–gas chromatography–mass spectrometry (HS-SPME-GC-MS). The results demonstrated that a total of 938 volatile compounds were identified in three plum fruits, including 200 terpenoids, 171 esters, 116 heterocyclic compounds, 89 hydrocarbons, 82 ketones and alcohols, 63 aldehydes, 54 aromatic hydrocarbons, 21 amines, 18 acids, 17 phenols, 10 nitrogenous compounds, 7 sulfur compounds, and other compounds, 470 of which were common to all the cultivars. Moreover, 704, 691, and 704 volatile substances were detected, respectively, in the ‘Fengtang’ plum, ‘Kongxin’ plum, and ‘Cuihong’ plum, with terpenoids, esters, and heterocycles as the main compounds, accounting for 62.12~72.03% of the volatile compounds. The results of principal component analysis (PCA) and cluster analysis (CA) illustrated that the ‘Fengtang’ plum and ‘Cuihong’ plum were similar in terms of volatile compounds; the ‘Kongxin’ plum compounds were different from those in the other cultivars. Orthogonal partial least squares discriminant analysis was performed, revealing the typical volatile compounds that differed among the plum fruits of the different varieties; thus, the three plum fruits could be better distinguished. These results can provide a theoretical basis for the studies of plum fruit flavor, quality, and geographical origin identification.

1. Introduction

The plum (Prunus salicina L.) is a perennial deciduous fruit tree of the genus Prunus in the family Rosaceae; it is native to China, with a cultivation history of more than 3000 years, and is the second largest drupe fruit tree after the peach [1]. Plum fruits are colorful, sweet, sour, juicy, and high in nutritional value, and they are loved by consumers because they contain sugar, organic acids, amino acids, vitamins, fats, proteins, and minerals, as well as anthocyanins, flavonoids, phenolic compounds, and other antioxidant substances [2]; these substances have high antioxidant activity [3] and can promote stomach and intestinal digestion. In recent years, with the continuous improvement of living standards, people’s requirements for the quality and flavor of plum fruits have also increased, and volatility is an important factor affecting the flavor of plum fruits.
Volatile compounds are important components of fruit flavor quality and directly affect consumer preferences [4]. The volatile compounds of fruits not only reflect the characteristics of different fruit but also directly affect the sensory quality of fresh fruits and their processed products [5], and they are important indicators for fruit quality evaluation [6]. A volatile substance is composed of a complex mixture of multiple volatile compounds that are constantly changing during plant growth and are further formed into volatile compounds from a large number of nonvolatile plant precursors through various biochemical pathways [7,8]. It has been shown that the volatile compounds of plum fruits are mainly composed of esters, alcohols, aldehydes, ketones, acids, terpenoids, and other compounds [9], and the types and contents of volatile substances vary greatly among the different varieties [10]. Lozano et al. (2009) showed that guanidine, 3-hexen-1-ol, 4-hexen-1-ol acetate, and hexyl acetate were the major volatile components of six plums [11]. Li et al. (2019) found that the volatiles of the fruit of Cerasus humilis (Bge.) sok were composed of eight classes of compounds, such as esters, alkanes, alcohols, aromatics, and aldehydes, with esters being the main volatile compounds [12]. On the other hand, Wang et al. (2012) showed that the volatile substances of the ‘Black Gem’ plum were alcohols, aldehydes, esters, ketones, acids, phenols, and nine other classes of compounds, among which (Z)-3-hexen-1-ol, 1-hexanol, benzaldehyde, γ-dodecalactone, and hexadecanoic acid were important for the volatiles of the fruit of the ‘Black Gem’ plum, and that the volatile formation had an important effect [13]. Yu et al. (2012) found that the most abundant volatile component among the six plum fruits was ‘Aus plum 13’, in which the relative contents of the volatile compounds were hexane, 2-nonenol, 2-butoxyethanol, and hexanal [14]. At present, studies on the volatile composition and content of the fruits of the ‘Fengtang’ plum, ‘Kongxin’ plum, and ‘Cuihong’ plum have not been reported.
Thus, in this research, headspace solid-phase microextraction (HS-SPME) combined with gas chromatography–mass spectrometry (GC-MS) was used for the comparative analysis of the volatile substances in the fruits of the ‘Fengtang’ plum, ‘Kongxin’ plum, and ‘Cuihong’ plum. Principal component analysis (PCA) and cluster analysis (CA) were used to compare the differences in the volatile compositions among the fruits of the three varieties of plum. In addition, orthogonal partial least squares discriminant analysis (OPLS-DA) and variable importance projection (VIP) were used to determine the major differences in the volatile components among the fruits of different varieties of plums in order to provide scientific evidence for the further study of plum fruits’ flavors and qualities.

2. Materials and Methods

2.1. Materials and Reagents

As the research objects, the fruits of the Prunus salicina ‘Fengtang’ plum, Prunus salicina ‘Kongxin’ plum, and Prunus salicina ‘Cuihong’ plum (referred to as F, K, and C) were harvested from the well-managed orchards of each origin on 23 June 2021, 23 July 2021, and 20 August 2021, respectively. The ‘Fengtang’ plum was picked from the orchard of the Liuma ‘Fengtang’ plum Planting Farmers’ Specialized Cooperative in Guizhou Province (105.52° E, 25.37° N); the ‘Kongxin’ plum was picked from the orchard of the Farmers’ Specialized Cooperative in Yanhe Tujia Autonomous County, Guizhou Province (108.32° E, 28.32° N); the ‘Cuihong’ plum was harvested from the Baiyi Experimental Base, Institute of Fruit Tree Research, Guizhou Academy of Agricultural Sciences (106.59° E, 26.4° N). Immediately after the harvest, the fruits were transported back to the laboratory and placed at 4 °C and 85–90% relative humidity for 12 h to dissipate the heat of the field; those without mechanical damage and with no pests or diseases were selected. All samples were promptly frozen in liquid nitrogen and stored in a −80 °C ultra-low temperature refrigerator for the HS-SPME-GC-MS analysis. Sodium chloride (analytical purity), Sinopharm Group Chemical Reagent Co., Ltd, Beijing, China; n-hexane (chromatographic purity), Merck, Darmstadt, Germany; standard (chromatographic purity), Sigma-Aldrich Company, Shanghai, China.

2.2. Instruments and Equipment

The following equipment was used: the 8890-7000D GC-MS coupled instrument, DB-5MS column (30 m × 0.25 mm × 0.25 μm), and 120 μm DVB/CWR/PDMS extraction head, Agilent, Shanghai, China.; an MM400 ball mill, Retsch GmbH, Haan, Germany the SPME Allow solid-phase microextraction device, Fiber SPME Allow solid phase microextraction unit, fiber conditioning station, and agitator sample heating chamber, CTC Analytics AG, Zwingen, Switzerland.

2.3. Test Method

2.3.1. Sample Pretreatment

The fruit samples of the ‘Fengtang’ plum, ‘Kongxin’ plum, and ‘Cuihong’ plum were ground in liquid nitrogen and vortex-mixed well; 0.5 g of each sample was weighed. The samples were added to a 15 mL headspace vial containing 10 μL saturated sodium chloride solution, and the vial was sealed with a jaw cap equipped with a silicone headspace spacer. The headspace vials were shaken at 60 °C for 5 min and then subjected to fully automated headspace solid-phase microextraction HS-SPME sample extraction.

2.3.2. HS-SPME Conditions

The extraction head was aged in a fiber conditioning station at 250 °C for 5 min before sampling, and the 120 µm DVB/CWR/PDMS extraction head was inserted into the sample headspace vial; the headspace was extracted for 15 min and resolved at 250 °C for 5 min, followed by GC-MS separation and identification.

2.3.3. GC-MS Conditions

GC conditions: inlet temperature 250 °C; no split injection; solvent delay 3.5 min; high purity helium (purity not less than 99.999%) as a carrier gas; and constant flow rate 1.2 mL/min. Programmed ramp-up: start at 40 °C; hold for 3.5 min; ramp-up to 100 °C at 10 °C/min; ramp-up to 180 °C at 7 °C/min; and, finally, ramp-up to 280 °C at 25 °C/min and hold for 5 min. The temperature was increased to 280 °C at 25 °C/min and held for 5 min.
MS conditions: electron bombardment ion source (EI); ion source temperature 230 °C; quadrupole temperature 150 °C; mass spectrometry interface temperature 280 °C; electron energy 70 eV; scanning mode selected as ion detection mode (SIM); and qualitative and quantitative ion precision scanning.

2.4. Statistical Analysis

Based on the MWGC database, the metabolites of the samples were characterized by mass spectrometry, and the relative content of each compound component was determined by the internal standard method and the peak area normalization method for quantification [15]. The volatile substances of the three varieties of plum fruits were compared two by two and recorded as F vs. C, C vs. K, and F vs. K, respectively; orthogonal partial least squares discriminant analysis was performed by SMICA 14.1 and VIP values were calculated; analysis of variance (ANOVA) was performed by using SPSS 22.0 software, and the differences in volatile compounds were screened in each group with the conditions of significant difference at p < 0.05 and highly significant difference at p < 0.01 combined with VIP ≥ 1; principal component analysis and cluster analysis were performed by using R 3.6.3 software. For the compounds, principal component analysis and cluster analysis were performed using R 3.6.3 software.

3. Results and Discussion

3.1. Analysis of Volatile Species of Plum Fruits of Different Varieties

As shown in Figure 1, the HS-SPME-GC-MS conditions used could better separate the volatile compounds of the fruits of the three varieties of plums. As shown in Table 1, a total of 938 volatile substances in 14 categories were detected in the fruit samples of the three varieties of plums, including 200 terpenoids, 171 esters, 116 heterocyclics, 89 hydrocarbons, 82 ketones and alcohols, 63 aldehydes, 54 aromatic hydrocarbons, 21 amines, 18 acids, 17 phenols, 10 nitrogenous compounds, 7 sulfur-containing compounds, and 8 other categories. In the fruits of the different varieties of plums, 704 aromatic substances, including 154 terpenes, 120 esters, 71 hydrocarbons, 60 alcohols, 60 ketones, 51 aldehydes, 12 acids, 9 phenols, and 13 amines, were detected in both the ‘Fengtang’ plum and the ‘Cuihong’ plum. Phenols, 13 amines, 37 aromatic hydrocarbons, 101 heterocyclic compounds, 7 nitrogenous compounds, 3 sulfurous compounds, and 6 others were also detected. In the ‘Kongxin’ plum, 691 volatile substances were detected, including 155 terpenoids, 124 esters, 58 hydrocarbons, 61 alcohols, 55 ketones, 48 aldehydes, 13 acids, 13 phenols, 16 amines, 41 aromatic hydrocarbons, 92 heterocyclic compounds, 7 nitrogenous compounds, 4 sulfur-containing compounds, and 4 others. In addition, among the 938 volatile compounds, 470 volatile substances were common to the three plum fruits, accounting for 50.10% of the total volatile substances, with the esters and terpenoids dominating.

3.2. Analysis of Volatile Content of Plum Fruits of Different Varieties

A total of 938 volatile compounds were detected in the plum fruit samples of the three varieties, as shown in Table 2; terpenoids, esters, and heterocycles accounted for 65.80% to 68.71% of the total volatile compounds. It can be seen that these types of substances are the main volatile compounds that determine the volatile characteristics of plum fruits. Terpenoids accounted for 34.88% to 38.31% of the total volatile compounds and were mainly produced by the carbohydrate metabolic pathway [16]. Among them, the ‘Kongxin’ plum had the most terpene compounds, followed by the ‘Cuihong’ plum and ‘Fengtang’ plum, with little difference. The heterocyclic volatile compounds accounted for 14.67–20.78% of the total volatile compounds, but the content of heterocyclic compounds in the volatile compounds varied greatly among the varieties and the trend was opposite to that of the terpenoids, with the content of the ‘Cuihong’ plum = ‘Fengtang’ plum > ‘Kongxin’ plum. Ester compounds accounted for 12.57% to 12.94% of the total volatile compounds, in the following order: ‘Cuihong’ plum > ‘Kongxin’ plum > ‘Fengtang’ plum. Fruit aroma substances, such as esters, belong to the secondary metabolites of fruits, which are formed by fatty acids, amino acids, carbohydrates, etc., as precursor substances through the metabolism of amino acids, as well as the fatty acid metabolism pathway and a series of enzymatic reactions during the growth and development of fruits [17,18]. Alcohols accounted for 7.58% to 7.65% of the total volatile compounds, which were mainly hydrolyzed glycosides, amino acid, and fatty acid metabolites [19]; ketones accounted for 1.92% to 2.87% of the total volatile compounds, with the largest number of carotenoid degradation products originating from the fatty acid metabolism pathway [18]; ketones and alcohols, although they were both 82, each accounted for a large difference in the total amount of volatile compounds. In addition, the numbers of hydrocarbon, aldehyde, and aromatic compounds, although all more than 50, were not high in relative content, ranging from 4.82% to 5.54%, 5.48% to 6.95%, and 3.67% to 7.23%, respectively. The phenol and nitrogen compounds were both low, totaling 0.93% to 2.93%. The relative content of acids, amines, sulfur compounds, and other compounds in the plum fruits was extremely low, ranging from 0.01% to 0.67%. In summary, the volatile substances detected in the plum fruits of the three varieties contained 14 classes of substances, including terpenoids, esters, ketones, alcohols, aldehydes, hydrocarbons, phenols, and acids, among which terpenoids were the most dominant component, followed by heterocyclic compounds and esters again. The results of previous studies showed that the main volatile compounds in plum fruits were aldehydes, esters, and ketones [20,21]; these findings may be related to the varieties of plum fruits and the different detection methods.
In terms of individual volatile compounds, there were 34 compounds with high relative content >1.00%, as shown in Table 3, including 13 terpenoids, 6 heterocyclics, 4 aromatic hydrocarbons, 2 alcohols, 2 hydrocarbons, 3 aldehydes, 3 esters, and 1 phenol. Of these 34 volatile substances, 19 constituents were simultaneously present in the three plum fruits, namely (3-Bromo-1-methylpropoxymethyl)benzene, (5-bromopentyl)-Benzene, 1,3-Cyclohexadiene, 5-(1,5-dimethyl-4-hexenyl)-2-methyl-, [S-(R*,S*)]-, cis-.alpha.-Bisabolene, Eremophilene, (1S,2E,6E,10R)-3,7,11,11-Tetramethylbicyclo[8.1.0]undeca-2,6-diene, .alpha.-Muurolene, Bicyclo[2.2.1]heptan-2-ol, 1,7,7-trimethyl-, (1S-endo)-, Carvenone, Aristolochene, 2-Hexanoylfuran, Furo[3,4-c]pyridin-1(3H)-one, 7-hydroxy-6-methyl-, 1H-Pyrazole-1-carboximidamide, 3,5-dimethyl-, Ethanone, 1-(1H-pyrazol-4-yl)-, Cyclohexanemethanol, .alpha.,.alpha.-dimethyl-4-methylene-, 2-Hexenal, (E)-, 1,5-Cycloundecadiene, 8,8-dimethyl-9-methylene-, 1,3-Benzenediol, 4,5-dimethyl-, and ethyl acetate. Studies have shown that these compounds mainly exhibit natural green, floral, fruity, camphor, and pine aromas [21,22,23,24].
In terms of characteristic volatile compounds, the characteristic ‘Kongxin’ plum volatile compounds include benzene, 1,2-dimethoxy-4-(1-propenyl)-, benzoic acid, 4-hydroxy-, [1α,4aα,8aα]-1,2,4a,5,6,8a-hexahydro-4-7-dimethyl-1-[1-methylethyl]naphthalene, Bicyclo[2.2.1]heptane, 2-methyl-3-methylene-2-(4-methyl-3-pentenyl)-, (1S-endo)-, Isoborneol, Albene, 2,6-Nonadienal, (E,Z)-, and Benzyl tiglate. The eight compounds with high relative amounts of the substances were, respectively, Benzyl tiglate (2.22%), 2,6-Nonadienal, (E,Z)-(1.62%), and [1α,4aα,8aα]-1,2,4a,5,6,8a-hexahydro-4-7-dimethyl-1-[1-methylethyl]naphthalene(1.55%), of which 2,6-Nonadienal, (E,Z)- has a typical cucumber flavor and has been detected in a variety of fruits, such as kiwifruit, persimmons, and melons [25,26,27]. These characteristic volatile compounds may have important influences on the development of flavor differences among the plum fruit varieties. In addition, some of the volatile compounds, although detected in the fruits of different plum varieties, varied greatly in their contents and may also contribute to the formation of characteristic flavors among the varieties, with the most typical compounds being 1,3-Benzenediol and 4,5-dimethyl- in the fruits of the three varieties of plums, with relative contents of 1.57%, 2.75%, and 1.06%, respectively; the relative content of Carvenone was 3.10% in the ‘Fengtang’ plum and 1.76% in the ‘Cuihong’ plum. It was only 0.96% in the ‘Kongxin’ plum; also included were substances such as 2-Hexenal, (E)-, 1H-Pyrazole-1-carboximidamide, and 3,5-dimethyl-.

3.3. Principal Component Analysis of Volatile Substances of Plum Fruits of Different Varieties

PCA analysis is a statistical method to examine the correlation between multiple variables, retaining the original data as much as possible to reflect the information of the data more intuitively and simply [28]. As can be seen from Figure 2, the contribution of PC1 was 79.42% and the contribution of PC2 was 7.15%, with a cumulative contribution of 86.57%; thus, the overall information is reflected well. The groups of plum fruit samples were clustered together internally, with a clear trend of separation between different varieties, which generally reflected the volatile differences between different varieties of plum fruits and the PCA results. In addition, with the ‘Fengtang’ plum and ‘Cuihong’ plum on one side and the ‘Kongxin’ plum on the other side, they were basically effectively differentiated, indicating that the volatile compounds of the fruits of the ‘Fengtang’ plum and ‘Cuihong’ plum differed less in terms of type and relative content, whereas the differences were greater with the ‘Kongxin’ plum, suggesting that they had significantly different flavors [29].

3.4. Cluster Analysis of Volatile Substances of Plum Fruits of Different Varieties

Cluster analysis is a method for describing differences between varieties; a certain degree of homogeneity in plum fruits with similar volatile characteristics is reflected, while different clusters reflect different similarities [30]. The clustering analysis enabled the substances with high similarity in different samples to be clustered together and the differences between samples to be visualized [31]. From the clustering results, Figure 3 shows that the clustering dendrogram of the volatile compounds of the different plum varieties shows two main categories, in which the samples of the ‘Fengtang’ plum and ‘Cuihong’ plum were grouped; the samples of the ‘Kongxin’ plum were in the other category, which indicated that the volatile compounds of the ‘Fengtang’ plum and ‘Cuihong’ plum were highly similar, while they were different from those of the ‘Kongxin’ plum; this corresponds to the PCA results, which showed differences in volatile composition among the fruit samples of the different varieties [32].

3.5. Orthogonal Partial Least Squares Discriminant Analysis of Volatile Substances of Plum Fruits of Different Varieties

OPLS-DA belongs to supervised analysis, which can remove the influence caused by uncontrolled variables on the data as much as possible by presetting the classification, and can further explore the data information; at the same time, it can quantify the degree of differences between samples caused by the characteristic flavor substances and thereby reduce the error of the results [33]. To further confirm the differences between the fruit samples of different plum varieties, the volatile substances of the ‘Fengtang’ plum, ‘Kongxin’ plum, and ‘Cuihong’ plum fruits were subjected to OPLS-DA and two discriminant analyses, denoted as F vs. C, C vs. K, and F vs. K. From the OPLS score plots in Figure 4A,C,E, it can be seen that the contribution of PC1 to F vs. C was 34.20%, and the contribution of PC2 was 29.0%; the contribution of PC1 to F vs. K was 86.60%, and the contribution of PC2 was 5.77%; the contribution of PC1 to C vs. K was 87.20%, and PC2 had a contribution rate of 5.08%. All the groups showed an obvious separation trend, indicating that there are some differences in the volatile substances of the different varieties of plum fruits. From Figure 4B,D,F and Table 4, it can be seen that the indicators in the evaluation parameters of the OPLS-DA model for each group were greater than 0.5 and Q2 > 0.9. After 200 replacement tests, the results showed that the original R2 and Q2 of the three groups of models were greater than the corresponding values after the Y replacement, which indicated that there was no overfitting in the OPLS-DA discriminant model and that the model validation was effective and could be used in the subsequent characteristic determination of volatile substances.
The size of the VIP value of the key variables formed by OPLS-DA was used to analyze the key variables of the volatile compounds of the different varieties of plum fruits; the variables with VIP > 1 were considered to be the metabolites leading to the differences between groups [34]. According to the criteria of VIP > 1 and p < 0.05, the differential volatile substances of different varieties of plum fruits were screened, as shown in Table 5 below, and 23, 121, and 108 differential volatile substances were screened in F vs. C, C vs. K, and F vs. K, respectively, with the most differential compounds in C vs. K, the second highest in F vs. K, and the least differential substances in F vs. C. The substances with highly significant differences were indicated by p < 0.01 to further identify the characteristic volatile substances of the different varieties of plum fruits. The final screening results identified the six characteristic volatile substances in F vs. C as benzoic acid, methyl ester; 1,2-Benzenedimethanol; furan, 2-butyltetrahydro-; 1-Butanone, 2-hydroxy-1-phenyl-; acetic acid, phenoxy-; and tridecane, respectively. Among them, benzoic acid, methyl ester has a strong aromatic odor and can be used as a base fluid for perfumes [35]. A total of 46 characteristic volatiles were screened in C vs. K, including 8 esters, 12 terpenoids, 6 hydrocarbons, 4 alcohols, 5 ketones, 2 aldehydes, 1 phenol, 1 aromatic, and 7 heterocycles. The terpenoids predominantly contain humulene, iridomyrmecin, citronellol, 2,3-dehydro-1,8-cineole, .beta.-phellandrene, and .gamma.-terpinene, which has a rosy volatile [28]; humulene has a fruity and sweet volatile, and .gamma.-terpinene has a citrusy and sweet volatile [36]. In F vs. K, 40 characteristic volatiles were screened, including 10 esters, 5 terpenoids, 6 hydrocarbons, 2 alcohols, 4 ketones, 2 aldehydes, 2 acids, 2 aromatics, 6 heterocycles, and 1 nitrogen compound. The esters are predominantly esters containing substances such as benzoic acid, methyl ester, linalyl acetate, 2-butenoic acid, hexyl ester, benzeneacetic acid, 4-(1,1-dimethylethyl)-, methyl ester, acetic acid methyl ester, bornyl acetate, and ethyl acetate, which are floral and fruity [37], and global acetate has a cool pine volatile with a camphor-like scent [22].

4. Conclusions

The volatile compounds of three varieties of plum fruits, ‘Fengtang’ plum, ‘Kongxin’ plum, and ‘Cuihong’ plum, were qualitatively and quantitatively analyzed by HS-SPME-GC-MS. A total of 938 volatile components were detected and identified, with a total of 470 volatile substances. It was found that the volatile substances in the fruits of the three varieties of plum mainly consisted of 14 classes of substances, including terpenoids, esters, heterocyclics, hydrocarbons, ketones, alcohols, aldehydes, aromatic hydrocarbons, amines, acids, phenols, nitrogenous compounds, sulfur-containing compounds, and other categories. And it was shown that benzene, 1,2-dimethoxy-4-(1-propenyl)-, benzoic acid, 4-hydroxy-, [1α,4aα,8aα]-1,2,4a,5,6,8a-hexahydro-4-7-dimethyl-1-[1-methylethyl]naphthalene, Isoborneol, 2,6-Nonadienal, (E,Z)-, and Benzyl tiglate could be used to differentiate the main substances of the ‘Kongxin’ plum. In addition, F vs. C, C vs. K, and F vs. K screened out 6, 46, and 40 substances with highly significant differences, respectively, and were dominated by terpenoids and esters, which can be used as marker volatile compounds for distinguishing the fruits of the three different varieties of plum. These findings provide an important scientific basis for the scientific evaluation of the volatile quality of plum fruits, as well as the tracing of the origin and variety of plum fruits through the volatile components.

Author Contributions

X.D. and Y.M. conceived the project; Q.Z. and S.Z. designed and performed the experiments; Q.Z. wrote the paper; X.L. was responsible for data curation, formal analysis, and methodology; X.D. was responsible for supervision and writing—review and editing; Y.Z. and X.W. were responsible for data curation and validation; J.P. and D.L. were responsible for visualization and methodology. All authors discussed the results and commented on the manuscript. All authors have read and agreed to the published version of the manuscript.

Funding

This research was funded by the National Natural Science Foundation of China, grant number 31960620 and the Guizhou Provincial Science and Technology Plan of Key Supporting Project (2022) 018.

Data Availability Statement

All data are included in the manuscript.

Conflicts of Interest

The authors declare no conflict of interest.

References

  1. Liu, S.; Xu, M.; Zhang, Y.; Ma, X.; Zhang, Q.; Liu, N.; Liu, W. Retrospect, Problematical Issues and the Prospect of Plum Breeding in China. J. Fruit Sci. 2018, 35, 231–245. [Google Scholar] [CrossRef]
  2. Glew, R.H.; Ayaz, F.A.; Millson, M.; Huang, H.S.; Chuang, L.T.; Sanz, C.; Golding, J.B. Changes in Sugars, Acids and Fatty Acids in Naturally Parthenocarpic Date Plum Persimmon (Diospyros lotus L.) Fruit During Maturation and Ripening. Eur. Food Res. Technol. 2005, 221, 113–118. [Google Scholar] [CrossRef]
  3. Nowick, P.; Wojdlo, A.; Samoticha, J. Evaluation of Phytochemicals, Antioxidant Capacity, and Antidiabetic Activity of Novel Smoothies from Selected Punus Fruits. J. Funct. Food. 2016, 25, 397–407. [Google Scholar] [CrossRef]
  4. Serradilla, M.J.; Martin, A.; Ruizmoyano, S. Physicochemical and Sensorial Characterisation of Four Sweet Cherry Cultivars Grown in Jerte Valley (Spain). Food Chem. 2012, 133, 1551–1559. [Google Scholar] [CrossRef]
  5. Hanmugam, S.; Donizete, S.R.; Rajan, M.; Denadi, M.; Narendraa, N.; Serafini, M. Volatile Profiling and UHPLC-QqQ-MS/MS Polyphenol Analysis of Passiflora Leschenaultii DC. Fruits and Its Anti-Radical and Anti-Diabetic Properties. Food Res. 2020, 133, 109202. [Google Scholar] [CrossRef]
  6. Yao, M.; Zhou, X.; Zhou, Q.; Shi, F.; Cheng, B.D.; Tan, S.C.; Zhou, J.; Shu, J. Low Temperature Conditioning Alleviates Loss of Aroma-Related Esters of ‘Nanguo’ Pears by Regulation of Ethylene Signal Transduction. Food Chem. 2018, 264, 263–269. [Google Scholar] [CrossRef]
  7. Zhang, W.L.; Chen, T.T.; Tang, J.M.; Zhou, Z. Tracing the Production Area of Citrus Fruits Using Aroma-Active Compounds and Their Quality Evaluation Models. J. Sci. Food Agric. 2020, 100, 517–526. [Google Scholar] [CrossRef]
  8. Cozzolino, R.; Giulio, B.; Petriccione, M.; Martignetti, A.; Pellicano, M. Comparative Analysis of Volatile Metabolites, Quality and Sensory Attributes of Actinidia Chinensis Fruit. Food Chem. 2020, 316, 126340. [Google Scholar] [CrossRef]
  9. Chai, Q.; Wu, B.; Liu, W.; Wang, L.; Yang, C.; Wang, Y.; Fang, J.; Liu, Y.; Li, S. Volatiles of Plums Evaluated by HS-SPME with GC-MS at The Germplasm Level. Food Chem. 2012, 130, 432–440. [Google Scholar] [CrossRef]
  10. Chai, Q.Q.; Wang, L.J.; Wu, B.H.; Fan, P.; Wei, D. Volatiles in Fruit of Three Plum Cultivars Belonging to Prunus Salicina,P. Cerasifera and Their Interspecific Hybrid. Acta Hortic. Sin. 2011, 38, 2357–2364. [Google Scholar] [CrossRef]
  11. Lozano, M.; Vidal, A.; Hernadez, M.T.; Ayuso, M.C.; Bernalte, M.J.; Velardo, J.G. Physicochemical and Nutritional Properties and Volatile Constituents of Six Japanese Plum (Prunus salicina Lindl.) Cultivars. Eur. Food Res. Technol. 2009, 228, 403–410. [Google Scholar] [CrossRef]
  12. Li, X.Y.; Wang, H.J.; Xu, N.W.; Cao, C.L.; Liu, J.Z.; Wu, C.C.; Zhang, L.B. Analysis of Volatile Components in Cerasus Humilis (Bge.) sok by Headspace Solid Phase Microextraction-Gas Chromatography-Mass Spectrometry. Sci. Agric. Sin. 2019, 52, 3448–3459. [Google Scholar] [CrossRef]
  13. Wang, H.R.; Ma, Y.H.; Wang, W.; Li, J.H.; Zhang, S.W. Changes in Volatile Composition during Fruit Development and Ripening of ‘Friar’ Plum. Food Sci. 2012, 33, 274–279. [Google Scholar]
  14. Yu, H.; Yang, L.; Zhao, F.; Yang, L. Study on Aroma Components of Six Kinds of Plum Fruits. J. Anhui Agri. Sci. 2012, 40, 13601–13604. [Google Scholar] [CrossRef]
  15. Shao, S.X.; Xu, M.G.; Lin, Y.Q.; Chen, X.M.; Fang, D.Y.; Cai, J.Y.; Wang, J.H.; Jin, S.; Ye, N.X. Differential Analysis of Aroma Components of Huangguanyin Oolong Ttea from Different Geographical Origins Using Electronic Nose and Headspace Solid-Phase Microextraction-Gas Chromatography-Mass Spectrometry. Food Sci. 2023, 44, 232–239. [Google Scholar] [CrossRef]
  16. Fu, J.Y. The Sesquiterpene Metabolism and Response to Diverse Biotic Stresses in Tea Plant. Ph.D. Thesis, Chinese Academy of Agricultural Sciences, Beijing, China, 2017; pp. 1–2. [Google Scholar]
  17. Shi, J.; Xie, D.C.; QI, D.D. Methyl Jasmonate-Induced Changes of Flavor Profiles During the Processing of Green, Oolong, and Black Tea. Front. Plant Sci. 2019, 10, 781. [Google Scholar] [CrossRef] [PubMed]
  18. Guo, L.; Peng, Q.H.; Zhao, F.; Lu, H.W.; Bao, X.W.; Lin, Z. Flavor Chemistry Characteristics of New Jiuqu Hongmei Tea of Different Grade Levels. Food Sci. 2021, 42, 215–220. [Google Scholar] [CrossRef]
  19. Li, P.L.; Zhu, Y.; Lu, M.L. Variation Patterns in The Content of Glycosides During Green Tea Manufacturing by a Modification-Specific Metabolomics Approach: Enzymatic Reaction Promoting an Increase in the Glycosidically Bound Volatiles at the Pan Firing Stage. Food Chem. 2019, 279, 80–87. [Google Scholar] [CrossRef]
  20. Taiti, C.; Pandolfi, C.; Caparrotta, S.; Dei, M.; Giordani, E.; Mancuso, S.; Nencetti, V. Fruit Aroma and Sensorial Characteristics of Traditional and Innovative Japanese plum (Prunus salicina Lindl.) Cultivars Grown in Italy. Eur. Food Res. Technol. 2019, 245, 2655–2668. [Google Scholar] [CrossRef]
  21. Wang, S.S.; Zhao, C.H.; Li, H.L.; Zhang, B.B.; Liang, Y.H.; Song, H.W. Analysis of Fruit Aromatic Components of Ten Plum Germplasm Resources in Northeast China. Sci. Agric. Sin. 2021, 54, 2476–2486. [Google Scholar] [CrossRef]
  22. Niu, Y.W.; Yao, Z.M.; Xiao, Z.B.; Wu, M.L. The Study on Characteristic Aroma Compounds in Two Lavender Essential Oils by AEDA and OAVs. Food Ind. 2016, 37, 264–268. [Google Scholar]
  23. Pino, J.A.; Quijano, C.E. Study of The Volatile Compounds From Plum (Prunus domestica L. cv. Horvin) and Estimation of Their Contribution to the Fruit Aroma. Food Sci. Technol. 2012, 32, 76–83. [Google Scholar] [CrossRef]
  24. Ye, L.; Yang, C.; Li, W.; Hao, J.; Sun, M.; Zhang, J.; Zhong, Z. Evaluation of Volatile Compounds from Chinese Dwarf Cherry (Cerasus humilis (Bge.) Sok.) Germplasms by Headspace Solid-phase Microextraction and Gas Chromatography-Mass Spectrometry. Food Chem. 2017, 217, 389–397. [Google Scholar] [CrossRef] [PubMed]
  25. Zhao, Y.; Zhan, P.; Wang, P.; Tian, H.L. Analysis of Key Aroma Compounds in Kiwifruits. Food Sci. 2021, 42, 118–124. [Google Scholar] [CrossRef]
  26. Pang, X.; Guo, X.; Qin, Z.; Yao, Y.; Wu, J. Identification of Aromaactive Compounds in Jiashi Muskmelon Juice by GC-O-MS and OAV Calculation. J. Agric. Food Chem. 2012, 60, 4179–4185. [Google Scholar] [CrossRef]
  27. Wang, Y.; Hossain, D.; Perry, P.; Adams, B.; Lin, J. Characterization of Volatile and Aroma-impact Compounds in Persimmon (Diospyros kaki L., var. Triumph) Fruit by GC-MS and GC-O Analyses. Flavour Frag. J. 2012, 27, 141–148. [Google Scholar] [CrossRef]
  28. Zhang, J.H.; Zhang, M.Q.; Cai, S.J.; Jiang, K.L.; Ma, L.L.; Ma, Q.Y.; Wang, J.; Sun, J.F.; Wang, W.X. Analysis of The Differences in Major Bioactive Components and Flavor Characteristics of Toona Sinensis Buds from Six Production Areas. Food Sci. 2023, 44, 336–343. [Google Scholar] [CrossRef]
  29. Chen, Q.; Song, J.; Bi, J. Characterization of Volatile Profile from Ten Different Varieties of Chinese Jujubes by HS-SPME/GC–MS coupled with E-nose. Food Res. Int. 2018, 105, 605–615. [Google Scholar] [CrossRef]
  30. Wang, H.; Zhao, Y.H.; Yang, K. Comparative Analysis of Volatile Profiles in Kernel Oils of Ten Korean Pine (Pinus koraiensis) Varieties by Headspace Solid Phase Microextraction-Gas Chromatography-Mass Spectrometry and Electronic Nose. Food Sci. 2021, 42, 178–184. [Google Scholar] [CrossRef]
  31. Gao, H.; Xu, D.D.; Wang, W.P.; Zhao, Y.; Zhang, J.; Ding, J.; Tan, L.; Zhang, X. Identification of Characteristic Volatiles in Vinegar Prepared with Monascus-Fermented Rice During Acetic Acid Fermentation Using Multivariate Statistical Analysis. Food Sci. 2022, 43, 219–227. [Google Scholar] [CrossRef]
  32. Padilla-Jimenezs, M.; Angoa-Perez, M.V.; Mena-Violante, H.G. Identification of Organic Volatile Markers Associated with Aroma During Maturation of Strawberry Fruits. Molecules 2021, 26, 504. [Google Scholar] [CrossRef] [PubMed]
  33. Yang, J.H.; Zhou, H.S.; Liu, Y.Q.; Wang, H.; Huang, J.Q.; Lei, P.D. Differences in Aroma Components of Black Tea Processed from Different Tea Cultivars in Huangshan by Using Headspace-Solid Phase Microextraction-Gas Chromatography-Mass Spectrometry and Odor Activity Value. Food Sci. 2022, 43, 235–241. [Google Scholar] [CrossRef]
  34. Szeto, S.S.; Reinke, S.N.; Sykes, B.D.; Lemire, B.D. Mutations in the Saccharomyces Cerevisiae Succinate Dehydrogenase Result in Distinct Metabolic Phenotypes Revealed Tthrough 1H NMR-Based Metabolic Foot Printing. J. Proteome Res. 2010, 9, 6729–6739. [Google Scholar] [CrossRef]
  35. An, H.M.; Ou, X.C.; Xiong, Y.F.; Zhang, Y.B.; Li, J.; Li, Q.; Li, Q.; Li, S.; Huang, J.A. Study on the Characteristic Aroma Components of Jasmine Tea. J. Tea Sci. 2020, 40, 225–237. [Google Scholar] [CrossRef]
  36. Hu, Z.Y.; Liu, W.; He, S.; Hu, X.Q.; Zhang, J.H.; Shan, Y. Analysis of Volatile Components in Three Varieties of Kumquat by Headspace Solid Phase Microextraction-Gas Chromatography-Mass Spectrometry. Food Sci. 2021, 42, 176–184. [Google Scholar] [CrossRef]
  37. Liu, W.J.; Zhang, Y.; Zhang, Y.X.; Du, G.Q. Analysis and Evaluation of Fruit Quality and Aroma Components of ‘Yali’ Pear (Pyrus bretschneideri Rehd.) Pollinated with Eighteen Pollinizers. Food Sci. 2022, 43, 294–302. [Google Scholar] [CrossRef]
Figure 1. Total ion flow diagram for QC sample nature spectrum analysis. Note: (A, B, and C) are total ion flow diagrams for ‘Fengtang’ plum, ‘Kongxin’ plum, and ‘Cuihong’ plum, respectively.
Figure 1. Total ion flow diagram for QC sample nature spectrum analysis. Note: (A, B, and C) are total ion flow diagrams for ‘Fengtang’ plum, ‘Kongxin’ plum, and ‘Cuihong’ plum, respectively.
Horticulturae 09 01069 g001
Figure 2. The PCA analysis diagram of different varieties of plum.
Figure 2. The PCA analysis diagram of different varieties of plum.
Horticulturae 09 01069 g002
Figure 3. The cluster analysis of different varieties of plum.
Figure 3. The cluster analysis of different varieties of plum.
Horticulturae 09 01069 g003
Figure 4. Score plot and validation of OPLS-DA model of volatile compounds in different plum cultivars. Note: (A,B; C,D; E,F) were OPLS-DA score plots and validation plots for F vsC, C vsK, and F vs K, respectively.
Figure 4. Score plot and validation of OPLS-DA model of volatile compounds in different plum cultivars. Note: (A,B; C,D; E,F) were OPLS-DA score plots and validation plots for F vsC, C vsK, and F vs K, respectively.
Horticulturae 09 01069 g004
Table 1. Types of volatile substances in plum fruits of different varieties.
Table 1. Types of volatile substances in plum fruits of different varieties.
Compound TypeTotal Volatile CompoundsTotal Volatile Common SubstancesTypes and Amounts of Volatile Substances in Plum Fruits of Different Varieties
‘Fengtang’ Plum‘Kongxin’ Plum‘Cuihong’ Plum
Terpenoids200109154155154
Esters17177120124120
Hydrocarbons8941715871
Alcohols8239606160
Ketones8235605560
Aldehydes6337514851
Acids188121312
Phenols1759139
Amines218131613
Aromatics5424374137
Heterocyclic1167810192101
Nitrogen-containing compounds105777
Sulfur-containing compounds71343
Other categories83646
Total938470704691704
Table 2. Relative contents of various classes of volatile compounds in plum fruits.
Table 2. Relative contents of various classes of volatile compounds in plum fruits.
Compound TypeRelative Content %
‘Fengtang’ Plum‘Kongxin’ Plum‘Cuihong’ Plum
Terpenoids34.889 ± 0.077 b38.312 ± 0.148 a34.985 ± 0.052 b
Ester12.573 ± 0.078 b12.816 ± 0.150 ab12.946 ± 0.023 a
Hydrocarbons5.189 ± 0.073 b5.540 ± 0.033 a4.828 ± 0.060 c
Alcohol7.654 ± 0.099 a7.582 ± 0.071 a7.639 ± 0.044 a
Ketone2.089 ± 0.022 b2.872 ± 0.001 a1.922 ± 0.060 c
Aldehyde6.952 ± 0.069 a5.488 ± 0.057 b6.890 ± 0.035 c
Acid0.543 ± 0.011 b0.623 ± 0.017 a0.555 ± 0.007 b
Phenol2.930 ± 0.044 ab2.980 ± 0.040 a2.812 ± 0.010 b
Amine0.498 ± 0.038 a0.249 ± 0.004 b0.673 ± 0.034 c
Aromatics3.801 ± 0.012 b7.233 ± 0.013 a3.672 ± 0.022 c
Heterocyclic 20.647 ± 0.061 a14.676 ± 0.076 b20.787 ± 0.023 a
Nitrogen compounds1.566 ± 0.006 b0.935 ± 0.009 c1.607 ± 0.007 a
Sulfur compounds0.636 ± 0.013 a 0.663 ± 0.017 a0.654 ± 0.003 a
Other categories0.014 ± 0.0002 a0.007 ± 0.0003 c0.011 ± 0.0004 b
Note: Data are shown as the mean ± S.E. Different letters in the same row differ significantly (p < 0.05).
Table 3. Relative percentages of main volatile compounds in different varieties of plum.
Table 3. Relative percentages of main volatile compounds in different varieties of plum.
NO.CompoundCASRT/MinRelative Contents %
‘Fengtang’ Plum‘Kongxin’ Plum‘Cuihong’ Plum
Terpenoids (13)
11,3-Cyclohexadiene, 5-(1,5-dimethyl-4-hexenyl)-2-methyl-, [S-(R*,S*)]-495-60-318.431.260 ± 0.013 b1.678 ± 0.008 a1.260 ± 0.005 b
2cis-.alpha.-Bisabolene29837-07-818.441.188 ± 0.010 b2.053 ± 0.023 a1.189 ± 0.005 b
3[1α,4aα,8aα]-1,2,4a,5,6,8a-hexahydro-4-7-dimethyl-1-[1-methylethyl]naphthalene31983-22-917.46LOD1.556 ± 0.019LOD
4Eremophilene10219-75-718.421.195 ± 0.009 b1.525 ± 0.015 a1.183 ± 0.003 c
5Bicyclo[2.2.1]heptane, 2-methyl-3-methylene-2-(4-methyl-3-pentenyl)-, (1S-endo)-25532-78-917.87LOD1.122 ± 0.040LOD
6(1S,2E,6E,10R)-3,7,11,11-Tetramethylbicyclo[8.1.0]undeca-2,6-diene24703-35-318.351.061 ± 0.010 b1.390 ± 0.016 a1.063 ± 0.002 b
7.alpha.-Muurolene10208-80-718.471.189 ± 0.010 b1.556 ± 0.019 a1.260 ± 0.005 c
8Bicyclo[2.2.1]heptan-2-ol, 1,7,7-trimethyl-, (1S-endo)-464-45-912.582.027 ± 0.016 a1.231 ± 0.015 b2.057 ± 0.002 a
9Isoborneol124-76-512.57LOD1.33 ± 0.015LOD
10endo-Borneol507-70-012.532.030 ± 0.013 a1.231 ± 0.015 b2.063 ± 0.004 a
11Carvenone499-74-114.093.105 ± 0.014 b0.960 ± 0.014 c1.767 ± 0.020 a
125,7-Octadien-4-one, 2,6-dimethyl-, (Z)-3588-18-912.592.031 ± 0.014 aLOD2.144 ± 0.017 b
13(-)-Aristolene6831-16-917.881.189 ± 0.010 a1.228 ± 0.013 b1.191 ± 0.005 a
Heterocyclic (6)
142-((3,3-Dimethyloxiran-2-yl)methyl)-3-methylfuran92356-06-412.612.009 ± 0.019 aLOD2.039 ± 0.001 a
152-Hexanoylfuran14360-50-014.082.849 ± 0.012 b2.455 ± 0.015 c2.985 ± 0.016 a
16Furo[3,4-c]pyridin-1(3H)-one, 7-hydroxy-6-methyl-4753-19-913.481.019 ± 0.014 b1.310 ± 0.016 a1.017 ± 0.006 b
171H-Pyrazole-1-carboximidamide, 3,5-dimethyl-22906-75-811.381.353 ± 0.041 b1.821 ± 0.031 a0.913 ± 0.001 c
18Furaneol3658-77-313.211.296 ± 0.027 bLOD1.363 ± 0.018 a
19Ethanone, 1-(1H-pyrazol-4-yl)-25016-16-411.582.017 ± 0.009 a1.233 ± 0.015 b2.150 ± 0.013 c
Aromatics (4)
20(3-Bromo-1-methylpropoxymethyl)benzene51666-29-618.461.678 ± 0.013 b2.226 ± 0.023 a1.679 ± 0.009 b
21(5-bromopentyl)-Benzene14469-83-118.451.678 ± 0.013 b2.221 ± 0.023 a1.679 ± 0.008 c
22Benzene, 1,2-dimethoxy-4-(1-propenyl)-93-16-318.34LOD1.098 ± 0.006LOD
23Benzoic acid, 4-hydroxy-99-96-718.29LOD1.388 ± 0.016LOD
Alcohol (2)
24Cyclohexanemethanol, .alpha.,.alpha.-dimethyl-4-methylene-7299-42-512.661.113 ± 0.0091.120 ± 0.0061.125 ± 0.005
25Benzenemethanol, .alpha.-2-propenyl-936-58-314.101.282 ± 0.004 bLOD1.322 ± 0.006 a
Aldehyde (3)
262,6-Nonadienal, (E,Z)-557-48-213.02LOD1.621 ± 0.014LOD
27 2-Hexenal, (E)-6728-26-312.661.640 ± 0.006 b1.033 ± 0.006 c2.047 ± 0.003 a
285-Heptenal, 2,6-dimethyl-106-72-910.732.304 ± 0.048 bLOD2.429 ± 0.035 a
Ester (3)
29Ethyl acetate141-78-619.012.136 ± 0.006 c2.028 ± 0.005 a2.043 ± 0.004 b
30Benzyl tiglate37526-88-818.51LOD2.228 ± 0.023LOD
31Isobornyl formate1200-67-514.121.998 ± 0.007 bLOD2.170 ± 0.010 a
Hydrocarbons (2)
321,5-Cycloundecadiene, 8,8-dimethyl-9-methylene-62338-54-918.491.638 ± 0.014 b2.058 ± 0.022 a1.636 ± 0.009 b
33Albene38451-64-811.60LOD1.233 ± 0.015LOD
Phenol (1)
341,3-Benzenediol, 4,5-dimethyl-527-55-918.481.578 ± 0.023 b2.757 ± 0.039 a1.064 ± 0.016 c
Note: Data are shown as the mean ± S.E. Different letters in the same row differ significantly (p < 0.05). LOD: indicates not detected; same below. CAS: substance CAS number, Agilent database number. RT: retention time of compounds on nonpolar columns.
Table 4. Parameters of OPLS-DA model.
Table 4. Parameters of OPLS-DA model.
GroupsR2XR2YQ2
F vs. C0.7470.9990.849
C vs. K0.92210.999
F vs. K0.92310.998
Table 5. VIP and p value of different volatile compounds in different varieties of plum.
Table 5. VIP and p value of different volatile compounds in different varieties of plum.
Compound TypeCompoundF vs. C (23)C vs. K (121)F vs. K (108)
VIP Valuep ValueVIP Valuep ValueVIP Valuep Value
EsterBenzoic acid, methyl ester1.6940.0081.0670.0031.0700.001
Butanoic acid, hexyl ester1.6070.033----
2,6-Octadienoic acid, 3,7-dimethyl-, methyl ester1.6490.0341.0700.0061.0730.019
Methyl acetate1.6470.0151.0700.0121.0740.001
Ethyl acetate1.6430.0241.0710.0041.0740.009
Bornyl acetate--1.0720.0361.0740.006
Citronellyl isobutyrate--1.0700.0421.0740.023
Linalyl acetate--1.0680.0011.0720.001
Diethyl Phthalate--1.0610.005--
Benzeneacetic acid, 4-(1,1-dimethylethyl)-, methyl ester----1.0680.002
L-Aspartic acid, N-acetyl-, dimethyl ester--1.0580.015--
1,3-Cyclohexadiene-1-carboxylic acid, 2,6,6-trimethyl-, ethyl ester--1.0690.043--
Carbamic acid, 2-chloroethyl ester--1.0500.016--
Propanoic acid, 2-methyl-, 2-phenylethyl ester--1.0710.0491.0740.049
Benzyl tiglate--1.0710.0111.0740.010
cis-3-Hexenyl isovalerate--1.0710.0391.0740.039
Isobornyl formate--1.0700.0361.0740.009
Acetic acid, (propylthio)-, methyl ester--1.0660.001--
2-Butenoic acid, hexyl ester--1.0700.0221.0730.001
Acetic acid, phenyl ester--1.0700.0091.0730.026
2-Oxepanone--1.0700.0021.0730.003
Ethyl 2-hexenoate, trans---1.0710.037--
cis-3-Hexenyl-.alpha.-methylbutyrate--1.0710.0401.0740.025
Methyl 6,6-dimethylbicyclo[3.1.1]hept-2-ene-2-carboxylate----1.0700.009
Benzoic acid, 1-methylethyl ester----1.0740.032
Benzoic acid, 2-propenyl ester----1.0740.010
Butanoic acid, 1,1-dimethyl-2-phenylethyl ester----1.0740.017
Terpenoids2-Buten-1-one, 1-(2,6,6-trimethyl-1,3-cyclohexadien-1-yl)-, (E)-1.6860.010----
2,6,10-Dodecatrien-1-ol, 3,7,11-trimethyl-, (Z,E)---1.0590.023--
Germacrene D--1.0710.0201.0740.020
cis-.alpha.-Bisabolene--1.0690.0061.0730.006
Naphthalene, decahydro-1,6-bis(methylene)-4-(1-methylethyl)-, (4.alpha.,4a.alpha.,8a.alpha.)---1.0590.008--
Humulene--1.0630.0061.0550.032
(S,1Z,6Z)-8-Isopropyl-1-methyl-5-methylenecyclodeca-1,6-diene--1.0610.026--
(-)-trans-Isopiperitenol--1.0310.0151.0380.040
Bicyclo[2.2.1]heptane, 2-methyl-3-methylene-2-(4-methyl-3-pentenyl)-, (1S-endo)---1.0630.0071.0540.030
(1S,4aR,7R)-1,4a-Dimethyl-7-(prop-1-en-2-yl)-1,2,3,4,4a,5,6,7-octahydronaphthalene--1.0640.0041.0560.030
Benzene, 1-(1,5-dimethyl-4-hexenyl)-4-methyl---1.0710.0071.0740.007
Iridomyrmecin--1.0630.0071.0580.018
Isoborneol--1.0710.0261.0740.026
Citronellol--1.0630.003--
2,3-Dehydro-1,8-cineole--1.0710.0051.0740.005
.beta.-Phellandrene--1.0610.0011.0630.006
D-Carvone--1.0710.0151.0740.015
Carvone--1.0710.0041.0740.014
.gamma.-Terpinene--1.0710.003--
Caryophyllene--1.0710.017--
(2S,4R)-4-Methyl-2-(2-methylprop-1-en-1-yl)tetrahydro-2H-pyran--1.0710.032--
Aristolochene--1.0710.0471.0740.022
Cyclohexene, 4-[(1E)-1,5-dimethyl-1,4-hexadien-1-yl]-1-methyl-----1.0670.047
1H-Cyclopenta[1,3]cyclopropa[1,2]benzene, octahydro-7-methyl-3-methylene-4-(1-methylethyl)-, [3aS-(3a.alpha.,3b.beta.,4.beta.,7.alpha.,7aS*)]-----1.0660.012
Cyclohexanol, 5-methyl-2-(1-methylethyl)-, (1.alpha.,2.alpha.,5.alpha.)-----1.0480.008
3,6-dihydro-4-methyl-2-(2-methyl-1-propenyl)-----1.0700.010
1,3-Cyclohexadiene-1-carboxaldehyde, 2,6,6-trimethyl-----1.0730.045
1,6-Octadiene, 3,7-dimethyl-----1.0750.011
HydrocarbonsTridecane1.5810.0081.0710.0011.0730.024
1,4-Cyclohexadiene, 1-methyl-1.6090.0161.0700.0141.0740.010
1,5-Heptadiene, 2-methyl-, (Z)-1.5340.0171.0700.0231.0740.009
Heptadecane, 2-methyl---1.0710.0421.0740.042
Cyclohexane, 1-(1,5-dimethylhexyl)-4-methyl---1.0630.0021.0580.032
1-Pentadecene--1.0710.0011.0740.001
1-Dodecene--1.0680.006--
4-Undecene, 3-methyl-, (Z)---1.0690.0171.0730.002
Albene--1.0710.0261.0750.026
Decane, 4-methyl---1.0690.026--
Cyclohexane, (1,1-dimethylpropyl)---1.0710.0171.0740.017
Bicyclo(3.3.1)non-2-ene--1.0680.0041.0720.002
Undecane, 2,9-dimethyl---1.0710.005--
Undecane, 2,4-dimethyl---1.0700.0231.0730.043
Cyclohexene, 3,4-diethenyl-1,6-dimethyl---1.0710.0391.0740.003
Octane, 2,3,3-trimethyl-----1.0730.038
(1S,5S)-2-Methyl-5-((R)-6-methylhept-5-en-2-yl)bicyclo[3.1.0]hex-2-ene----1.0740.035
1-Undecene, 9-methyl-----1.0740.003
Alcohol1,2-Benzenedimethanol1.6790.007--1.0640.001
1,5,7-Octatrien-3-ol, 3,7-dimethyl-1.6780.043----
5,9-Undecadien-2-ol, 6,10-dimethyl---1.0710.0161.0740.016
1-Cyclohexene-1-propanol, .alpha.,2,6,6-tetramethyl---1.0630.0031.0660.005
3-Buten-2-ol, 4-(2,6,6-trimethyl-2-cyclohexen-1-yl)-, (3E)---1.0630.010--
1-Dodecanol--1.0510.042--
Benzenemethanol, .alpha.-methyl---1.0670.002--
Cyclooctyl alcohol--1.0570.001--
3-Cyclopentyl-1-propanol--1.0700.041--
2-Pentyn-1-ol--1.0710.004--
1,2-Benzenedimethanol----1.0640.013
1-Cyclopentene-1-methanol, 2-methyl-5-(1-methylethyl)-----1.0740.014
2-Nonen-1-ol----1.0750.021
7-Octene-2,6-diol, 2,6-dimethyl-----1.0750.011
Ketone1-Butanone, 2-hydroxy-1-phenyl-1.6930.007----
2-Propanone, 1-(4-methoxyphenyl)-1.6880.010----
3-Nonen-5-one1.4920.0181.0690.0381.0740.007
3-Penten-2-one, 4-methyl-1.6160.0171.0700.0121.0740.010
6-Methyl-6-(5-methylfuran-2-yl)heptan-2-one--1.0670.030--
2-Butanone, 4-(2,6,6-trimethyl-1-cyclohexen-1-yl)---1.0690.0301.0720.038
2(1H)-Naphthalenone, 3,4,4a,5,6,7-hexahydro-1,1,4a-trimethyl---1.0710.0011.0740.001
3,4-Hexanedione, 2,2,5-trimethyl---1.0630.0291.0680.002
Acetophenone--1.0680.002--
1(2H)-Naphthalenone, octahydro-4-hydroxy-, trans---1.0640.0031.0550.040
2-Cyclohexen-1-one, 4-hydroxy-3-methyl-6-(1-methylethyl)-, trans---1.0710.0411.0740.041
2H-Pyran-2-one, 6-pentyl---1.0710.0091.0740.009
Cyclooctyl alcohol--1.0570.001--
3-Octen-2-one, (E)---1.0510.045--
Ethanone, 1-(2-hydroxy-4-methoxyphenyl)---1.0710.047--
spiro[3-oxatricyclo[3.3.1.02,4]nonane-8,1′-cyclopropane]-6-one1.0690.0181.0740.043
1,2-Cyclohexanedione----1.0730.031
Aldehyde10-Undecenal1.5080.0141.0700.0281.0720.037
2-Hexenal, (Z)-1.6300.0161.0700.0111.0740.010
3-MethoxycinnamAldehyde--1.0590.0081.0580.019
3-(4-Hydroxyphenyl)propanal--1.0700.0051.0740.005
5-Heptenal, 2,6-dimethyl---1.0700.0261.0740.022
BenzAldehyde, 3-methoxy---1.0700.046--
BenzAldehyde diethylacetal--1.0700.043--
Tridecanal----1.0670.008
2,6-Nonadienal, (E,Z)-----1.0740.019
AcidAcetic acid, phenoxy-1.6860.004--1.0680.003
2-Hexenoic acid, (E)-----1.0740.001
PhenolMethyleugenol1.6490.0381.0700.0161.0740.028
Phenol, 2-methyl-5-(1-methylethyl)---1.0710.0231.0740.023
Phenol, 2-methyl---1.0710.0041.0740.043
Phenol, 2,3,6-trimethyl-----1.0740.011
AmineButyramide, 2-cyano-2-ethyl---1.0710.019--
Hordenine--1.0710.0481.0740.019
AromaticsBenzene, 1-methyl-4-(1-methylethenyl)-1.6730.023----
Benzene, 1,2-dimethoxy-4-(1-propenyl)---1.0710.0251.0750.025
2-Methoxy-4-vinylphenol--1.0710.0341.0750.034
Benzoic acid, 4-hydroxy---1.0710.0061.0740.006
Indan, 1-methyl---1.0710.0271.0740.027
Benzene, 1-methyl-2-(1-ethylpropyl)---1.0710.0461.0740.002
HeterocyclicFuran, 2-butyltetrahydro-1.6010.0041.0690.0151.0740.004
2,2′-Ethylidenebis(5-methylfuran)1.6880.010----
Thiophene, 3-methyl-1.6380.0161.0700.0101.0740.010
8-Azabicyclo[3.2.1]octan-3-ol, 8-methyl-, endo---1.0650.012--
Meperidine--1.0610.0021.0690.005
2-Methyl-1,3-dithiacyclopentane--1.0630.026--
Ethanone, 1-(2-pyridinyl)---1.0690.003--
1,2,4,5-Tetrazin-3-Amine--1.0680.001--
2H-Pyran-2-one, tetrahydro---1.0680.023--
2-PyridinemethanAmine--1.0700.0201.0740.035
2(5H)-Furanone, 5-ethyl-3-hydroxy-4-methyl---1.0690.0071.0740.010
4H-Pyran-4-one, 5-hydroxy-2-(hydroxymethyl)---1.0630.0021.0560.044
2-Ethoxy-3-methylpyrazine--1.0690.0081.0730.005
5H-5-Methyl-6,7-dihydrocyclopentapyrazine--1.0710.0281.0740.028
1H-Pyrazole, 1,3,5-trimethyl---1.0680.001--
1H-1,2,4-Triazole, 3-chloro---1.0710.0231.0750.018
Ethanone, 1-(1H-pyrrol-2-yl)---1.0720.0151.0740.015
3-Acetyl-2-oxo-1,3-oxazolidine--1.0700.029--
Pyrazine, tetramethyl---1.0710.016--
4-Piperidinone, 1,3-dimethyl---1.0710.0301.0730.018
4-Methylthiazole--1.0710.029--
2-((3,3-Dimethyloxiran-2-yl)methyl)-3-methylfuran--1.0710.0371.0740.004
2-(3-Thienyl)pyridine----1.0740.000
Furaneol----1.0730.007
Nitrogen compounds2,6-Octadienenitrile, 3,7-dimethyl-, (Z)---1.0710.0491.0740.049
2,6-Octadienenitrile, 3,7-dimethyl-, (Z)---1.0700.0351.0740.007
Cyclopentanecarbonitrile, 3-(1-methylethylidene)---1.0710.0401.0740.048
Sulfur compoundsDiallyl disulphide--1.0710.015--
Disclaimer/Publisher’s Note: The statements, opinions and data contained in all publications are solely those of the individual author(s) and contributor(s) and not of MDPI and/or the editor(s). MDPI and/or the editor(s) disclaim responsibility for any injury to people or property resulting from any ideas, methods, instructions or products referred to in the content.

Share and Cite

MDPI and ACS Style

Zhang, Q.; Zhu, S.; Lin, X.; Peng, J.; Luo, D.; Wan, X.; Zhang, Y.; Dong, X.; Ma, Y. Analysis of Volatile Compounds in Different Varieties of Plum Fruits Based on Headspace Solid-Phase Microextraction-Gas Chromatography-Mass Spectrometry Technique. Horticulturae 2023, 9, 1069. https://doi.org/10.3390/horticulturae9101069

AMA Style

Zhang Q, Zhu S, Lin X, Peng J, Luo D, Wan X, Zhang Y, Dong X, Ma Y. Analysis of Volatile Compounds in Different Varieties of Plum Fruits Based on Headspace Solid-Phase Microextraction-Gas Chromatography-Mass Spectrometry Technique. Horticulturae. 2023; 9(10):1069. https://doi.org/10.3390/horticulturae9101069

Chicago/Turabian Style

Zhang, Qin, Shouliang Zhu, Xin Lin, Junsen Peng, Dengcan Luo, Xuan Wan, Yun Zhang, Xiaoqing Dong, and Yuhua Ma. 2023. "Analysis of Volatile Compounds in Different Varieties of Plum Fruits Based on Headspace Solid-Phase Microextraction-Gas Chromatography-Mass Spectrometry Technique" Horticulturae 9, no. 10: 1069. https://doi.org/10.3390/horticulturae9101069

Note that from the first issue of 2016, this journal uses article numbers instead of page numbers. See further details here.

Article Metrics

Back to TopTop