Synthesis, Microbiological Activity and In Silico Investigation for Some Synthesized Coumarin Derivatives

IF 0.7 4区 化学 Q4 CHEMISTRY, MULTIDISCIPLINARY Croatica Chemica Acta Pub Date : 2020-04-24 DOI:10.5562/cca3637
S. Špirtović-Halilović, A. Osmanović, D. Završnik, Aida Selmanagić, Selma Škrbo, Nihada Škrijelj, S. Trifunović, S. Roca, D. Softić, A. Sapcanin, M. Salihović, E. Veljović
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Abstract

Four 4-hydroxycoumarin derivatives were synthesized and the structure was confirmed by NMR spectroscopy and Mass spectrometry. Tested compounds have shown significant antimicrobial activity against Bacillus subtilis subsp. spizizenii, Bacillus cereus, Staphylococcus aureus, and Staphylococcus epidermidis, and the effect of more halogens on the benzene nucleus, as well as the combination of halogen and alkyl groups, on the antimicrobial activity, was investigated. According to the docking study, these compounds can operate simultaneously on two enzymes, amylase and gyrase (1BAG and 1KZN), which are known to play an important role in bacterial life. Obtained docking study parameters for tested compounds showed an association with the in vitro results of the antimicrobial activity of these compounds. In silico tests of molecular properties of the tested compounds showed that the compounds met Lipinski's rule of five. In this paper, the ADME parameters of tested compounds were also calculated: Caco2 (in vitro Caco2 cell permeability), HIA (human intestinal absorption), MDCK (in vitro Mandin Darby Canine Kidney (MDCK) cell permeability), TPSA (topological polar surface area), etc.
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几种香豆素衍生物的合成、微生物活性及在硅中的研究
合成了四种4-羟基香豆素衍生物,并通过核磁共振波谱和质谱对其结构进行了确证。测试的化合物对枯草芽孢杆菌亚种显示出显著的抗菌活性。研究了spizizenii、蜡样芽孢杆菌、金黄色葡萄球菌和表皮葡萄球菌,以及更多卤素对苯核的影响,以及卤素和烷基的组合对抗菌活性的影响。根据对接研究,这些化合物可以同时作用于两种酶,淀粉酶和旋转酶(1BAG和1KZN),这两种酶在细菌生活中发挥着重要作用。所获得的测试化合物的对接研究参数显示出与这些化合物的抗菌活性的体外结果相关。对测试化合物的分子性质进行的计算机测试表明,这些化合物符合利平斯基的五条规则。本文还计算了受试化合物的ADME参数:Caco2(体外Caco2细胞通透性)、HIA(人体肠道吸收)、MDCK(体外Mandin-Darby Canine Kidney(MDCK)细胞通透性)和TPSA(拓扑极表面积)等。
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
Croatica Chemica Acta
Croatica Chemica Acta 化学-化学综合
CiteScore
0.60
自引率
0.00%
发文量
3
审稿时长
18 months
期刊介绍: Croatica Chemica Acta (Croat. Chem. Acta, CCA), is an international journal of the Croatian Chemical Society publishing scientific articles of general interest to chemistry.
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