Antifungal screening and molecular docking simulation of silica supported synthesized sitosteryl hydrogen phthalate using microwave irradiation

IF 0.8 4区 工程技术 Q4 ENGINEERING, CHEMICAL
Azhar U. Khan, Sunil K. Sharma, A. Gehlot, Mona Gupta, Mahboob Alam
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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.
微波辐射二氧化硅负载合成邻苯二甲酸氢谷甾醇酯的抑菌筛选及分子对接模拟
本研究在微波照射下,以硅胶为固体载体,以3b-谷甾醇和邻苯二甲酸乙酯为原料,合成了甾体型邻苯二甲酸谷甾醇酯(5-烯- 3 - b-基邻苯二甲酸氢酯)。微波辅助合成与常规方法在危险溶剂中合成甾体化合物的比较研究表明,微波辅助合成缩短了反应时间,提高了收率。通过红外光谱、质子、碳-13核磁共振(1h和13c NMR)和高分辨率质谱对两种方法合成的化合物进行了表征。采用Kirby-Bauer孔扩散法对合成的化合物进行了体外抗黑曲霉和白色念珠菌活性的筛选。将合成的化合物与受体CYP51进行分子对接模拟。抗真菌和对接研究结果表明,合成的邻苯二甲酸谷甾醇氢酯可被认为是一种合适的羊毛甾醇14a-去甲基化酶(CYP51)抑制剂。此外,应用分子对接方法设计了针对抗真菌靶点的邻苯二甲酸谷甾醇酯抑制剂的假设衍生物,并将结果与合成的分子3b-邻苯二甲酸谷甾醇酯的结合评分进行比较。
本文章由计算机程序翻译,如有差异,请以英文原文为准。
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来源期刊
Hemijska Industrija
Hemijska Industrija 工程技术-工程:化工
CiteScore
1.60
自引率
11.10%
发文量
12
审稿时长
6-12 weeks
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.
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