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Keywords = benzothiazole ionic liquid

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22 pages, 8084 KB  
Article
Optimization of Extraction of Luteolin from Schisandra chinensis by Ionic Liquid–Enzyme Complex System and Antioxidant Study Analysis
by Jingwei Hao, Nan Dong, Yifan Sun, Xiaoxia Lu, Yingying Pei, Yi Zhou, Xiangkun Zhou and Heming Liu
Separations 2024, 11(12), 354; https://doi.org/10.3390/separations11120354 - 19 Dec 2024
Cited by 1 | Viewed by 1288
Abstract
The luteolin in Schisandra chinensis [Schisandraceae Schisandra (Turcz.) Baill.] were extracted by ultrasonic extraction assisted by an ionic liquid–enzyme composite system, and the content of luteolins was determined using high-performance liquid chromatography (HPLC). This process was initially conducted through a one-factor experiment and [...] Read more.
The luteolin in Schisandra chinensis [Schisandraceae Schisandra (Turcz.) Baill.] were extracted by ultrasonic extraction assisted by an ionic liquid–enzyme composite system, and the content of luteolins was determined using high-performance liquid chromatography (HPLC). This process was initially conducted through a one-factor experiment and a Box–Behnken combinatorial design of response surface method. The extraction process was optimized, and the results demonstrated that the optimal extraction conditions were 13.31% enzyme addition, 0.53 mol/L ionic liquid concentration, 173.47 min ultrasonic shaking, and 0.2266 mg/g, which was 4.88 times higher than that of the traditional reflux extraction. Secondly, the antioxidant function of luteolins was studied based on network pharmacology. For the study of the antioxidant mechanism of luteolin, the herb group identification database, SwissTargetPrediction on luteolins target prediction, and GeneCards database to achieve the antioxidant target were used. For the analysis of the intersection of the target protein interactions, GO bioanalysis and KEGG signaling pathway enrichment analysis were used. There were 57 overlapping targets of luteolin and antioxidants, including AKT1, MMP9, ESR1, EGFR, and SRC. GO function and KEGG pathway enrichment analysis showed that luteolin antioxidants were related to zoerythromycin metabolic process, adriamycin metabolic process, negative regulation of apoptotic process, endocrine resistance and oxidoreductase. The key targets in the pathways, such as luteolin AKT1 and MMP9, exert antioxidant effects. The antioxidant activity of luteolins was investigated by determining the scavenging ability of luteolins against two types of free radicals: 2,2-bipyridine-bis(3-ethyl-benzothiazole-6-sulfonic acid) diammonium salt (ABTS+) free radicals and 1,1-diphenyl-2-trinitrophenylhydrazine free radicals (DPPH-). The results of the antioxidant test demonstrated that the ABTS radical scavenging rate was 87.26%, and the DPPH radical scavenging rate was 93.85% when the quality concentration of Schisandra luteolins was 0.1 mg/g, indicating the potential of this natural antioxidant. This method of extracting Schisandra chinensis luteolins is highly productive, environmentally friendly, and practical, and it facilitates the development and utilization of industrial Schisandra chinensis. Full article
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17 pages, 2307 KB  
Article
Removal of Pyridine, Quinoline, and Aniline from Oil by Extraction with Aqueous Solution of (Hydroxy)quinolinium and Benzothiazolium Ionic Liquids in Various Ways
by Zhaojin Zhang, Yinan Li, Jing Gao, Alula Yohannes, Hang Song and Shun Yao
Separations 2021, 8(11), 216; https://doi.org/10.3390/separations8110216 - 12 Nov 2021
Cited by 4 | Viewed by 4140
Abstract
Based on above background, quinolinium, 8-hydroxy-quinolinium, and benzothiazolium ionic liquids, containing the acidic anions of methanesulfonate ([CH3SO3]), phosphate ([H2PO4]), p-toluenesulfonate ([p-TSA]), and bisulfate ([HSO4] [...] Read more.
Based on above background, quinolinium, 8-hydroxy-quinolinium, and benzothiazolium ionic liquids, containing the acidic anions of methanesulfonate ([CH3SO3]), phosphate ([H2PO4]), p-toluenesulfonate ([p-TSA]), and bisulfate ([HSO4]) were synthesized. After comparison, the aqueous solution of benzothiazole bisulfate [HBth][HSO4] was selected as the most ideal extractant for removing pyridine and aniline. Meanwhile, benzothiazole bisulfate [HBth][HSO4] solution was found as the best one for removing quinoline from simulated oil. Then, the single stage extraction and two-step extraction were used in the extraction for the simulated oil containing pyridine, quinoline or aniline, and their mixture, respectively. Their denitrogenation performance on their N-removal effect was compared on the basis of structural features, and main extraction conditions were further investigated, including mass ratio of IL to water, mass ratio of IL to oil, and temperature. Furthermore, the extraction process was described by two kinetic equations. Recovery and reuse of IL were realized by back-extraction and liquid-liquid separation, and a related mechanism was speculated, according to all the experimental results. Finally, based on the developed method for preparing complex adsorbent tablets, corresponding immobilized IL was used to remove target objects, by solid phase extraction, in order to extend separation ways, which was more easily recovered after extraction. Full article
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45 pages, 153405 KB  
Review
Benzothiazoles from Condensation of o-Aminothiophenoles with Carboxylic Acids and Their Derivatives: A Review
by Efrén V. García-Báez, Itzia I. Padilla-Martínez, Feliciano Tamay-Cach and Alejandro Cruz
Molecules 2021, 26(21), 6518; https://doi.org/10.3390/molecules26216518 - 28 Oct 2021
Cited by 20 | Viewed by 5708
Abstract
Nowadays, organic chemists are interested in the field of heterocyclic chemistry due to its use in the synthesis of a great variety of biologically active compounds. Heterocyclic compounds are widely found in nature and are essential for life. Among these, some natural nitrogen [...] Read more.
Nowadays, organic chemists are interested in the field of heterocyclic chemistry due to its use in the synthesis of a great variety of biologically active compounds. Heterocyclic compounds are widely found in nature and are essential for life. Among these, some natural nitrogen containing heterocyclic compounds have been used as chemotherapeutic agents. Their attachment to sugar molecules either as thioglycosides or as nucleosides analogues plays an important role in vital biological processes as well as in synthetic organic chemistry. Molecules containing benzothiazole (BT) nuclei are of this interesting class of compounds because some of them have been found to have a wide variety of biological activities. In this sense, we selected this topic to review and to then summarize the procedures related to the condensation reactions of o-aminothiophenoles (ATPs) as well as their disulfides with carboxylic acids, esters, orthoesters, acyl chlorides, amides, and nitriles. The condensation reactions with carbon dioxide (CO2) are included. Conventional methods with the use of acid and metal catalysts as well as recent green techniques, such as microwave irradiation, the use of ionic liquids, and ultrasound (US) chemistry, which have proven to have many advantages, were found in the review. Full article
(This article belongs to the Section Organic Chemistry)
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10 pages, 3133 KB  
Article
Study on Degradation of Benzothiazolium-Based Ionic Liquids by UV-H2O2
by Jianhui Gu, Huimin Zang, Shun Yao, Xuejiao Wang, Minghui Zhu and Hang Song
Appl. Sci. 2020, 10(3), 894; https://doi.org/10.3390/app10030894 - 29 Jan 2020
Cited by 16 | Viewed by 3193
Abstract
Ionic liquids (ILs) are considered to be a new type of solvent due to their low vapor pressure, some unique properties and are expected to be used widely in the following days. Given their water solubility, stable chemical structure, and biological toxicity, ILs [...] Read more.
Ionic liquids (ILs) are considered to be a new type of solvent due to their low vapor pressure, some unique properties and are expected to be used widely in the following days. Given their water solubility, stable chemical structure, and biological toxicity, ILs probably reach aquatic environments and become long-term pollutants. We studied the fate of benzothiazolium-based ionic liquids catalyzed by UV-H2O2 in water. Due to the synergistic effect of UV and H2O2, the degradation efficiency can be significantly improved compared to any of them alone. Fitting results showed that the degradation reaction follows pseudo-first-order kinetics and reaction rate constants with hydroxyl radicals ranging from 0.0005 s−1 to 0.0529 s−1. The experimental data showed that satisfactory results can be obtained at a temperature of 45 ℃, an initial concentration of ionic liquid of 0.1 M, and a hydrogen peroxide concentration of 0.1 M. We also explored the effects of chloride ions and pH on degradation reactions. In an appropriate situation, the degradation yield of [C4Bth]PF6 could achieve 97% in 60 min and 99% in 90 min. The UV-H2O2 combination process could provide an effective technique for the treatment of benzothiazolium-based ionic liquids in wastewater. Full article
(This article belongs to the Special Issue Ionic Liquids: Properties and Applications)
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20 pages, 2295 KB  
Article
A Profile of the In Vitro Anti-Tumor Activity and In Silico ADME Predictions of Novel Benzothiazole Amide-Functionalized Imidazolium Ionic Liquids
by Fawzia Al-blewi, Nadjet Rezki, Arshi Naqvi, Husna Qutb Uddin, Salsabeel Al-Sodies, Mouslim Messali, Mohamed Reda Aouad and Sanaa Bardaweel
Int. J. Mol. Sci. 2019, 20(12), 2865; https://doi.org/10.3390/ijms20122865 - 12 Jun 2019
Cited by 32 | Viewed by 3468
Abstract
A focused array of green imidazolium ionic liquids (ILs) encompassing benzothiazole ring and amide linkage were designed and synthesized using quaternization and metathesis protocols. The synthesized ILs have been fully characterized by usual spectroscopic methods and screened for their anticancer activities against human [...] Read more.
A focused array of green imidazolium ionic liquids (ILs) encompassing benzothiazole ring and amide linkage were designed and synthesized using quaternization and metathesis protocols. The synthesized ILs have been fully characterized by usual spectroscopic methods and screened for their anticancer activities against human cancer cell lines originating from breast and colon cancers. Collectively, our biological data demonstrate that the newly synthesized series has variable anticancer activities in the examined cancer types. The synthesized ILs 8, 10 and 21–29 comprising the methyl and methyl sulfonyl benzothiazole ring emerged as the most potent compounds with promising antiproliferative activities relative to their benzothiazole ring counterparts. Furthermore, the mechanism underlying the observed anticancer activity was investigated. The most active compound 22 appears to exert its anticancer effect through apoptosis dependent pathway in breast cancer cells. Interestingly, compound 22 has also shown good in silico absorption (81.75%) along with high gastro-intestinal absorption as per ADME predictions. Full article
(This article belongs to the Section Molecular Pharmacology)
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