Comparison of Chemical Composition, Physicochemical Parameters, and Antioxidant and Antibacterial Activity of the Essential Oil of Cultivated and Wild Mexican Oregano Poliomintha longiflora Gray
Abstract
:1. Introduction
2. Results and Discussion
2.1. Physicochemical Properties
2.2. Content of Thymol and Carvacrol and Chemical Composition of Essential Oils
2.3. Antioxidant Activity
2.4. Antibacterial Activity
3. Materials and Methods
3.1. Plant Material
3.2. Essential Oil
3.3. Density, Color and Refractive Index of Oregano Oil
3.4. Determination of the Content of Thymol and Carvacrol and Chemical Composition by Gas Chromatography-Mass Spectrometry (GC-MS) Analysis
3.5. Antioxidant Activity by Oxygen Radical Absorbance Capacity (ORAC) Assay
3.6. Antibacterial Activity
3.7. Statistical Analysis
4. Conclusions
Author Contributions
Funding
Institutional Review Board Statement
Informed Consent Statement
Data Availability Statement
Conflicts of Interest
References
- Granata, G.; Stracquadanio, S.; Leonardi, M.; Napoli, E.; Malandrino, G.; Cafiso, V.; Stefani, S.; Geraci, C. Oregano and Thyme Essential Oils Encapsulated in Chitosan Nanoparticles as Effective Antimicrobial Agents against Foodborne Pathogens. Molecules 2021, 26, 4055. [Google Scholar] [CrossRef] [PubMed]
- Amorati, R.; Foti, M.C.; Valgimigli, L. Antioxidant activity of essential oils: A critical review. J. Agric. Food Chem. 2013, 61, 10835–10847. [Google Scholar] [CrossRef] [PubMed]
- Cid-Pérez, T.S.; Torres-Muñoz, J.V.; Nevárez-Moorillón, G.V.; Palou, E.; López-Malo, A. Chemical characterization and antifungal activity of Poliomintha longiflora Mexican oregano. J. Essent. Oil Res. 2016, 28, 157–165. [Google Scholar] [CrossRef]
- Hao, Y.; Li, J.; Zhang, W.; Sun, M.; Li, H.; Xia, F.; Cui, H.; Bai, H.; Shi, L. Analysis of the Chemical Profiles and Anti-S. aureus Activities of Essential Oils Extracted from Different Parts of Three Oregano Cultivars. Foods 2021, 10, 2328. [Google Scholar] [CrossRef] [PubMed]
- Cid-Pérez, T.S.; Ávila-Sosa, R.; Ochoa-Velasco, C.E.; Rivera-Chavira, B.E.; Nevárez-Moorillón, G.V. Antioxidant and Antimicrobial Activity of Mexican Oregano (Poliomintha longiflora) Essential Oil, Hydrosol and Extracts from Waste Solid Residues. Plants 2019, 8, 22. [Google Scholar] [CrossRef] [Green Version]
- Ruiz, J.A.; Vázquez, R.S.; Hernández, D.I.F. Caracterización del aceite esencial de orégano liso (Poliomintha longiflora Gray) de la localidad infiernillo en el municipio de Higueras, NL, México. Rev. Salud Pública Nutr. 2009, 10, 1–4. [Google Scholar]
- Rivero-Cruz, I.; Duarte, G.; Navarrete, A.; Bye, R.; Linares, E.; Mata, R. Chemical composition and antimicrobial and spasmolytic properties of Poliomintha longiflora and Lippia graveolens essential oils. J. Food Sci. 2011, 76, C309–C317. [Google Scholar] [CrossRef]
- Salinas, P.A.R. Evaluación estacional de la producción y calidad del aceite esencial en plantas de orégano (Poliomintha longiflora Gray) en dos sistemas de cultivo. Doctoral Dissertation, Universidad Autónoma de Nuevo León, San Nicolás de los Garza, Mexico, 2014. [Google Scholar]
- Vella, F.M.; Calandrelli, R.; Cautela, D.; Fiume, I.; Pocsfalvi, G.; Laratta, B. Chemometric Screening of Fourteen Essential Oils for Their Composition and Biological Properties. Molecules 2020, 25, 5126. [Google Scholar] [CrossRef]
- Bautista-Hernández, I.; Aguilar, C.N.; Martínez-Ávila, G.C.G.; Torres-León, C.; Ilina, A.; Flores-Gallegos, A.C.; Verma, D.K.; Chávez-González, M.L. Mexican Oregano (Lippia graveolens Kunth) as Source of Bioactive Compounds: A Review. Molecules 2021, 26, 5156. [Google Scholar] [CrossRef]
- Jan, S.; Rashid, M.; Abd_Allah, E.F.; Ahmad, P. Biological Efficacy of Essential Oils and Plant Extracts of Cultivated and Wild Ecotypes of Origanum vulgare L. BioMed Res. Int. 2020, 2020, 8751718. [Google Scholar] [CrossRef]
- Leyva-López, N.; Gutiérrez-Grijalva, E.P.; Vazquez-Olivo, G.; Heredia, J.B. Essential Oils of Oregano: Biological Activity beyond Their Antimicrobial Properties. Molecules 2017, 22, 989. [Google Scholar] [CrossRef] [PubMed] [Green Version]
- Silva-Vazquez, R.; Duran-Melendez, L.A.; Mendez-Zamora, G.; Estrada, E.S.; Xie, M. Antioxidant Activity of Essential Oils from Various Mexican Oregano Ecotypes and Oil Fractions Obtained by Distillation. JSM Chem. 2017, 5, 1046. [Google Scholar]
- Mesa-Vanegas, A.M.; Zapata-Uribe, S.; Arana, L.M.; Zapata, I.C.; Monsalve, Z.; Rojano, B. Antioxidant activity of different polarity extracts from Ageratum conyzoides L. Bol. Latinoam. Caribe Plantas Med. Aromat. 2015, 14, 1–10. [Google Scholar]
- Granados, C.; Yáñez, X.; Acevedo, D. Evaluación de la Actividad Antioxidante del Aceite Esencial Foliar de Myrcianthes leucoxyla de Norte de Santander (Colombia). Inf. Tecnológica 2014, 25, 11–16. [Google Scholar] [CrossRef]
- Arango, B.O.; Pantoja, D.D.; Santacruz, C.L.; Hurtado, B.A.M. actividad antioxidante del aceite esencial de orégano (Lippia origanoides H. B. K.) del Alto Patia. Biotecnol. Sect. Agropecu. Agroind. 2012, 10, 79–86. [Google Scholar]
- Kosakowska, O.; Węglarz, Z.; Pióro-Jabrucka, E.; Przybył, J.; Kraśniewska, K.; Gniewosz, M.; Bączek, K. Antioxidant and Antibacterial Activity of Essential Oils and Hydroethanolic Extracts of Greek Oregano (O. vulgare L. subsp. hirtum (Link) Ietswaart) and Common Oregano (O. vulgare L. subsp. vulgare). Molecules 2021, 26, 988. [Google Scholar]
- Hernández-Coronado, A.C.; Silva-Vázquez, R.; Rangel-Nava, Z.E.; Hernández-Martínez, C.A.; Kawas-Garza, J.R.; Hume, M.E.; Méndez-Zamora, G. Mexican oregano essential oils given in drinking water on performance, carcass traits, and meat quality of broilers. Poult. Sci. 2019, 98, 3050–3058. [Google Scholar] [CrossRef]
- Olivas, N.A.; Bejarano, C.V.; Soto, G.A.; Ortega, M.Z.; Salas, F.S.; Chávez, E.S.; Ochoa, L.H. Bioactive compounds and antioxidant activity of essential oils of Origanum dictamnus from Mexico. AIMS Agric. Food 2020, 5, 387–394. [Google Scholar] [CrossRef]
- Cortés-Chitala, M.d.C.; Flores-Martínez, H.; Orozco-Ávila, I.; León-Campos, C.; Suárez-Jacobo, Á.; Estarrón-Espinosa, M.; López-Muraira, I. Identification and Quantification of Phenolic Compounds from Mexican Oregano (Lippia graveolens HBK) Hydroethanolic Extracts and Evaluation of Its Antioxidant Capacity. Molecules 2021, 26, 702. [Google Scholar] [CrossRef]
- Shahin, S.M.; Jaleel, A.; Alyafei, M.A.M. Yield and In Vitro Antioxidant Potential of Essential Oil from Aerva javanica (Burm. f.) Juss. ex Schul. Flower with Special Emphasis on Seasonal Changes. Plants 2021, 10, 2618. [Google Scholar] [CrossRef]
- Ozkan, G.; Baydar, H.; Erbas, S. The influence of harvest time on essential oil composition, phenolic constituents and antioxidant properties of Turkish oregano (Origanum onites L.). J. Sci. Food Agric. 2010, 90, 205–209. [Google Scholar] [CrossRef] [PubMed]
- García-Pérez, E.; Castro-álvarez, F.F.; Gutiérrez-uribe, J.A.; García, S.; Alejandra, J.; Silverio, G. Revision of the production, phytochemical composition, and nutraceutical properties of Mexican oregano. Rev. Mex. Cienc. Agric. 2012, 3, 339–353. [Google Scholar]
- Cantú, J.A.G.; Limón, S.M.; Rodríguez, A.M.; González, H.G.; González, M.A.N.; Buentello, O.M. Determinación de pigmentos en orégano (Poliomintha bustamanta B. L. Turner.) en dos condiciones de crecimiento. Investig. Desarro. Cienc. Tecnol. Aliment. 2016, 1, 353–359. [Google Scholar]
- Blewitt, M.; Southwell, I.A. Backhousia anisataVickery, an Alternative Source of (E)-Anethole. J. Essent. Oil Res. 2000, 12, 445–454. [Google Scholar] [CrossRef]
- Demuner, A.J.; Barbosa, L.C.A.; Magalhaes, C.G.; Silva, C.; Maltha, C.R.A.; Pinheiro, A.L. Seasonal Variation in the Chemical Composition and Antimicrobial Activity of Volatile Oils of Three Species of Leptospermum (Myrtaceae) Grown in Brazil. Molecules 2011, 16, 1181–1191. [Google Scholar] [CrossRef] [PubMed] [Green Version]
- Moriconi, J.I.; Fernández, E.A.; Martínez, E.; Giulietti, A. Rendimiento de materia seca y composición del aceite esencial de Lippia turbinata Griseb. “poleo” (Verbenaceae), en plantas de San Luis (Argentina). Hortic. Argent. 2009, 28, 34–38. [Google Scholar]
- Acevedo, A.M.; Castañeda, M.L.; Blanco, K.M.; Cardenas, C.Y.; Reyes, J.A.; Kouznetsov, V.V.; Stashenko, E.E. Composición y capacidad antioxidante de especies aromáticas y medicinales con alto contenido de timol y carvacrol. Sci. Tech. 2007, 13, 125–128. Available online: https://www.redalyc.org/articulo.oa?id=84903329 (accessed on 2 December 2021).
- De la Paredes-Aguilar, M.C.; Gastélum-Franco, M.G.; Silva-Vázquez, R.; Nevárez-Moorillón, G.V. Efecto antimicrobiano del orégano mexicano (lippia berlandieri Schauer) y de su aceite esencial sobre cinco especies del género vibrio. Rev. Fitotec. Mex. 2007, 30, 261–267. Available online: https://www.redalyc.org/articulo.oa?id=61003008 (accessed on 30 November 2021). [CrossRef]
- Arcila-Lozano, C.C.; Loarca-Piña, G.; Lecona-Uribe, S.; de Mejía, E.G. El orégano: Propiedades, composición y actividad biológica de sus componentes. Arch. Latinoam. Nutr. 2004, 54, 100–111. Available online: http://www.alanrevista.org/ediciones/2004/1/art-15/ (accessed on 20 September 2021).
- Walczak, M.; Michalska-Sionkowska, M.; Olkiewicz, D.; Tarnawska, P.; Warzynska, O. Potential of Carvacrol and Thymol in Reducing Biofilm Formation on Technical Surfaces. Molecules 2021, 26, 2723. [Google Scholar] [CrossRef]
- Carrasco, A.; Perez, E.; Cutillas, A.-B.; Martinez-Gutierrez, R.; Tomas, V.; Tudela, J. Origanum Vulgare and Thymbra Capitata Essential Oils from Spain: Determination of Aromatic Profile and Bioactivities. Nat. Prod. Commun. 2016, 11, 1934578X1601100133. [Google Scholar] [CrossRef]
- Sarrazin, S.L.F.; Da Silva, L.A.; De Assunção, A.P.F.; Oliveira, R.B.; Calao, V.Y.P.; Da Silva, R.; Stashenko, E.E.; Maia, J.G.S.; Mourão, R.H.V. Antimicrobial and Seasonal Evaluation of the Carvacrol-Chemotype Oil from Lippia origanoides Kunth. Molecules 2015, 20, 1860–1871. [Google Scholar] [CrossRef] [PubMed]
- Węglarz, Z.; Kosakowska, O.; Przybył, J.L.; Pióro-Jabrucka, E.; Bączek, K. The Quality of Greek Oregano (O. vulgare L. Subsp. hirtum (Link) Ietswaart) and Common Oregano (O. vulgare L. Subsp. vulgare) Cultivated in the Temperate Climate of Central Europe. Foods 2020, 9, 1671. [Google Scholar] [CrossRef]
- Anastasiou, T.I.; Mandalakis, M.; Krigas, N.; Vézignol, T.; Lazari, D.; Katharios, P.; Dailianis, T.; Antonopoulou, E. Comparative Evaluation of Essential Oils from Medicinal-Aromatic Plants of Greece: Chemical Composition, Antioxidant Capacity and Antimicrobial Activity against Bacterial Fish Pathogens. Molecules 2020, 25, 148. [Google Scholar] [CrossRef] [Green Version]
- da Costa, S.B.; Duarte, C.; Bourbon, A.I.; Pinheiro, A.C.; Serra, A.T.; Martins, M.M.; Januário, M.I.N.; Vicente, A.A.; Delgadillo, I.; Duarte, C.; et al. Effect of the matrix system in the delivery and in vitro bioactivity of microencapsulated Oregano essential oil. J. Food Eng. 2012, 110, 190–199. [Google Scholar] [CrossRef] [Green Version]
- Zheng, W.; Wang, S.Y. Antioxidant Activity and Phenolic Compounds in Selected Herbs. J. Agric. Food Chem. 2001, 49, 5165–5170. [Google Scholar] [CrossRef]
- Haytowitz, D.B.; Bhagwat, S.A. USDA Database for the Oxygen Radical Capacity (ORAC) of Selected Foods, Release 2. USDA National Nutrient Database for Standard Reference. 2010. Available online: http://www.ars.usda.gov/nutrientdata (accessed on 11 January 2022).
- Yan, F.; Azizi, A.; Janke, S.; Schwarz, M.; Zeller, S.; Honermeier, B. Antioxidant capacity variation in the oregano (Origanum vulgare L.) collection of the German National Genebank. Ind. Crop. Prod. 2016, 92, 19–25. [Google Scholar] [CrossRef]
- Rostro-Alanis, M.D.J.; Báez-González, J.; Torres-Alvarez, C.; Parra-Saldívar, R.; Rodriguez-Rodriguez, J.; Castillo, S. Chemical Composition and Biological Activities of Oregano Essential Oil and Its Fractions Obtained by Vacuum Distillation. Molecules 2019, 24, 1904. [Google Scholar] [CrossRef] [Green Version]
- Acevedo, D.; Navarro, M.; Monroy, L. Composición Química del Aceite Esencial de Hojas de Orégano (Origanum vulgare). Inf Tecnológica 2013, 24, 9–10. [Google Scholar] [CrossRef] [Green Version]
- Alizadeh, A.; Shaabani, M. Essential oil composition, total phenolic content, and antioxidant activities of Iranian Zataria multiflora Boiss. Int. J. Biosci. 2014, 4, 97–104. [Google Scholar]
- Tian, R.-R.; Pan, Q.-H.; Zhan, J.-C.; Li, J.-M.; Wan, S.-B.; Zhang, Q.-H.; Huang, W.-D. Comparison of Phenolic Acids and Flavan-3-ols During Wine Fermentation of Grapes with Different Harvest Times. Molecules 2009, 14, 827–838. [Google Scholar] [CrossRef] [PubMed]
- Prior, R.L.; Hoang, H.; Gu, L.; Wu, X.; Bacchiocca, M.; Howard, L.; Hampsch-Woodill, M.; Huang, D.; Ou, B.; Jacob, R. Assays for hydrophilic and lipophilic antioxidant capacity (oxygen radical absorbance capacity (ORACFL)) of plasma and other biological and food samples. J. Agric. Food Chem. 2003, 51, 3273–3279. [Google Scholar] [CrossRef] [PubMed]
- Dávalos, A.; Gómez-Cordovés, C.; Bartolomé, B. Extending Applicability of the Oxygen Radical Absorbance Capacity (ORAC-Fluorescein) Assay. J. Agric. Food Chem. 2004, 52, 48–54. [Google Scholar] [CrossRef] [PubMed]
- Huang, D.; Ou, B.; Prior, R.L. The Chemistry behind Antioxidant Capacity Assays. J. Agric. Food Chem. 2005, 53, 1841–1856. [Google Scholar] [CrossRef] [PubMed]
Physicochemical Properties | ||||
---|---|---|---|---|
EO | Color | R.I. | Density (g/mL) | Essential oil yield (%w/w) |
OCI | Light yellow | 1.4618 ± 0.0000 a | 0.9277 ± 0.0012 a | 1.76 ± 0.2 b |
OCV | Light yellow | 1.4619 ± 0.0000 a | 0.9207 ± 0.0012 a | 1.91 ± 1.2 b |
OCO | Light yellow | 1.4616 ± 0.0000 a | 0.9233 ± 0.0012 a | 2.81 ± 0.2 a |
OSO | yellow | 1.4618 ± 0.0000 a | 0.9287 ± 0.0006 a | 3.5 * |
A | Light yellow | 1.557 ± 0.0000 a | 0.983 ± 0.0010 a |
EO | Thymol | Carvacrol | Sum Thymol and Carvacrol | Ratio Thymol:Carvacrol |
---|---|---|---|---|
OCI | 14.67 ± 0.8 a | 23.60 ± 1.9 c | 38.3 ± 2.7 b | 1:1.6 ± 0.1 b |
OCV | 14.47 ± 0.9 a | 27.11 ± 1.4 cb | 41.6 ± 2.3 b | 1:1.9 ± 0.0 b |
OCO | 16.20 ± 1.4 a | 32.63 ± 2.6 b | 48.8 ± 4.0 ab | 1:2.0 ± 0.0 b |
OSO | 5.91 ± 0.8 b | 50.96 ± 8.1 a | 56.9 ± 8.7 a | 1:8.6.0 ± 0.8 a |
Wild Oregano | ||||
---|---|---|---|---|
Winter | Summer | Autumn | Autumn | |
Monoterpene Hydrocarbons (MH) | ||||
Gamma terpinene (MHGT) | 10.14 | 13.30 | 13.70 | 9.71 |
Monoterpene Oxygenated (MO) | ||||
Borneol (MOBO) | 3.36 | 3.53 | 2.82 | 1.65 |
Carvacrol methyl ether (MOCM) | 14.85 | 8.82 | 5.05 | 4.27 |
Thymol (MOTI) | 17.29 | 19.29 | 16.97 | 5.53 |
Carvacrol (MOCA) | 28.27 | 36.66 | 39.89 | 59.25 |
Carvacryl acetate (MOCL) | 1.82 | 1.59 | 3.12 | 1.84 |
Sesquiterpene Hydrocarbons (SH) | ||||
Trans-Caryophyllene (SHTC) | ND | 2.51 | 2.10 | 1.63 |
Total of majority components | 75.73 | 83.19 | 83.65 | 83.88 |
Others componentes | 24.27 | 16.81 | 16.35 | 16.12 |
MH | 10.14 | 13.30 | 13.70 | 9.71 |
MO | 65.59 | 69.89 | 67.85 | 72.54 |
SeH | 0.00 | 2.51 | 2.10 | 9.71 |
Sum (MHGT + MOCM + MOTI + MOCA) | 70.55 | 78.07 | 75.61 | 78.76 |
Antioxidant Activity | ||
---|---|---|
EO | ORAC unit * | % TE ** |
OCI | 121,350 ± 4500 b | 30.3 ± 3.7 b |
OCV | 142,520 ± 8600 a | 35.6 ± 6.0 a |
OCO | 153,380 ± 2400 a | 38.3 ± 1.5 a |
OSO | 142,460 ± 8000 a | 35.6 ± 5.6 a |
Inhibition Zone (cm) | ||||
---|---|---|---|---|
EO | S. Typhi | B. cereus | S. aureus | L. monocytogenes |
OCI | 3.3 ± 0.9 bc | >5.4 | 4.7 ± 0.3 d | >5.4 |
OCV | 3.2 ± 0.2 b | >5.4 | 4.0 ± 0.3 c | >5.4 |
OCO | 3.9 ± 0.1 c | >5.4 | 3.1 ± 0.1 b | >5.4 |
OSO | 5.4 ± 0.2 d | >5.4 | 3.5 ± 0.7 bc | >5.4 |
Gentamycin | 1.9 ± 0.1 aA | 2.1 ± 0.0 A | 1.7 ± 0.3 aA | 2.1 ± 0.1 A |
Dicloxacillin | NI | NI | NI | 0.9 ± 0.1 |
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Mora-Zúñiga, A.E.; Treviño-Garza, M.Z.; Amaya Guerra, C.A.; Galindo Rodríguez, S.A.; Castillo, S.; Martínez-Rojas, E.; Rodríguez-Rodríguez, J.; Báez-González, J.G. Comparison of Chemical Composition, Physicochemical Parameters, and Antioxidant and Antibacterial Activity of the Essential Oil of Cultivated and Wild Mexican Oregano Poliomintha longiflora Gray. Plants 2022, 11, 1785. https://doi.org/10.3390/plants11141785
Mora-Zúñiga AE, Treviño-Garza MZ, Amaya Guerra CA, Galindo Rodríguez SA, Castillo S, Martínez-Rojas E, Rodríguez-Rodríguez J, Báez-González JG. Comparison of Chemical Composition, Physicochemical Parameters, and Antioxidant and Antibacterial Activity of the Essential Oil of Cultivated and Wild Mexican Oregano Poliomintha longiflora Gray. Plants. 2022; 11(14):1785. https://doi.org/10.3390/plants11141785
Chicago/Turabian StyleMora-Zúñiga, Alma E., Mayra Z. Treviño-Garza, Carlos A. Amaya Guerra, Sergio A. Galindo Rodríguez, Sandra Castillo, Enriqueta Martínez-Rojas, José Rodríguez-Rodríguez, and Juan G. Báez-González. 2022. "Comparison of Chemical Composition, Physicochemical Parameters, and Antioxidant and Antibacterial Activity of the Essential Oil of Cultivated and Wild Mexican Oregano Poliomintha longiflora Gray" Plants 11, no. 14: 1785. https://doi.org/10.3390/plants11141785
APA StyleMora-Zúñiga, A. E., Treviño-Garza, M. Z., Amaya Guerra, C. A., Galindo Rodríguez, S. A., Castillo, S., Martínez-Rojas, E., Rodríguez-Rodríguez, J., & Báez-González, J. G. (2022). Comparison of Chemical Composition, Physicochemical Parameters, and Antioxidant and Antibacterial Activity of the Essential Oil of Cultivated and Wild Mexican Oregano Poliomintha longiflora Gray. Plants, 11(14), 1785. https://doi.org/10.3390/plants11141785