Azhar U. Khan, Sunil K. Sharma, A. Gehlot, Mona Gupta, Mahboob Alam
{"title":"Antifungal screening and molecular docking simulation of silica supported synthesized sitosteryl hydrogen phthalate using microwave irradiation","authors":"Azhar U. Khan, Sunil K. Sharma, A. Gehlot, Mona Gupta, Mahboob Alam","doi":"10.2298/HEMIND200709028K","DOIUrl":null,"url":null,"abstract":"In this study, steroidal sitosteryl hydrogen phthalate (stigmast-5-en- 3 b -yl hydrogen phthalate) was synthesized by the reaction of 3b-sitosterol and phthalic anhydride using silica gel as a solid support under microwave irradiation (MWI). The comparative study of microwave assisted synthesis and conventional synthesis of the steroidal compound in a hazardous solvent revealed that the former method provided shortened reaction times at increased yields. The compounds obtained by the two procedures were characterized by infrared spectroscopy, proton, carbon-13 nuclear magnetic resonance ( 1 H and 13 C NMR) and high-resolution mass spectrometry. The synthesized compound was screened for in vitro antifungal activity against Aspergillus niger and Candida albicans by the Kirby-Bauer Well Diffusion method. The synthesized compound was subjected to the molecular docking simulation with a receptor (CYP51). The findings of the antifungal and docking studies revealed that the synthesized sitosteryl hydrogen phthalate could be considered as a suitable inhibitor of Lanosterol 14a-demethylase (CYP51). In addition, the molecular docking approach was applied to design hypothetical derivatives of sitosteryl hydrogen phthalate inhibitors against the antifungal target and to compare findings with the binding score of the molecular synthesized 3b-sitosteryl hydrogen phthalate.","PeriodicalId":12913,"journal":{"name":"Hemijska Industrija","volume":null,"pages":null},"PeriodicalIF":0.8000,"publicationDate":"2020-01-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"1","resultStr":null,"platform":"Semanticscholar","paperid":null,"PeriodicalName":"Hemijska Industrija","FirstCategoryId":"5","ListUrlMain":"https://doi.org/10.2298/HEMIND200709028K","RegionNum":4,"RegionCategory":"工程技术","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"","PubModel":"","JCR":"Q4","JCRName":"ENGINEERING, CHEMICAL","Score":null,"Total":0}
引用次数: 1
Abstract
In this study, steroidal sitosteryl hydrogen phthalate (stigmast-5-en- 3 b -yl hydrogen phthalate) was synthesized by the reaction of 3b-sitosterol and phthalic anhydride using silica gel as a solid support under microwave irradiation (MWI). The comparative study of microwave assisted synthesis and conventional synthesis of the steroidal compound in a hazardous solvent revealed that the former method provided shortened reaction times at increased yields. The compounds obtained by the two procedures were characterized by infrared spectroscopy, proton, carbon-13 nuclear magnetic resonance ( 1 H and 13 C NMR) and high-resolution mass spectrometry. The synthesized compound was screened for in vitro antifungal activity against Aspergillus niger and Candida albicans by the Kirby-Bauer Well Diffusion method. The synthesized compound was subjected to the molecular docking simulation with a receptor (CYP51). The findings of the antifungal and docking studies revealed that the synthesized sitosteryl hydrogen phthalate could be considered as a suitable inhibitor of Lanosterol 14a-demethylase (CYP51). In addition, the molecular docking approach was applied to design hypothetical derivatives of sitosteryl hydrogen phthalate inhibitors against the antifungal target and to compare findings with the binding score of the molecular synthesized 3b-sitosteryl hydrogen phthalate.
期刊介绍:
The Journal Hemijska industrija (abbreviation Hem. Ind.) is publishing papers in the field of Chemical Engineering (Transport phenomena; Process Modeling, Simulation and Optimization; Thermodynamics; Separation Processes; Reactor Engineering; Electrochemical Engineering; Petrochemical Engineering), Biochemical Engineering (Bioreactors; Protein Engineering; Kinetics of Bioprocesses), Engineering of Materials (Polymers; Metal materials; Non-metal materials; Biomaterials), Environmental Engineeringand Applied Chemistry. The journal is published bimonthly by the Association of Chemical Engineers of Serbia (a member of EFCE - European Federation of Chemical Engineering). In addition to professional articles of importance to industry, scientific research papers are published, not only from our country but from all over the world. It also contains topics such as business news, science and technology news, information on new apparatus and equipment, and articles on environmental protection.