基于不饱和氧酯的环烷基和脂肪酸外消旋和旋光性酯的生物活性研究

A. Bagirli
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引用次数: 0

摘要

以石油环烷酸为原料的石化产品具有特殊的性能。环烷酸酯具有实际有价值的有机化合物。本工作的目的是开发以环烷基和单个脂肪酸为基础的芳香族酯的有效制备方法,这在医学实践中是一个很有前途的方向。在金属锌的参与下,氯甲基丙炔(烯丙基)酯与羰基化合物相互作用合成了不饱和外消旋氧醚和手性氧醚。此外,为了研究其生物活性,以环烷酸和不饱和外消旋和手性氧酯为基础合成了外消旋和旋光性酯。作为试验培养物:革兰氏阳性(金黄色葡萄球菌-金黄色葡萄球菌),革兰氏阴性(铜绿假单胞菌-铜绿假单胞菌,大肠杆菌)细菌,以及念珠菌属的酵母样真菌-白色念珠菌。合成化合物的生物活性分析表明,光学活性双环[2.2.1]庚-5-烯-2-甲基单酯与它们的外消旋类似物和医学上使用的药物相比,具有更高的抗菌和抗真菌活性。
本文章由计算机程序翻译,如有差异,请以英文原文为准。
STUDY OF BIOLOGICAL ACTIVITY OF RACEMIC AND OPTICALLY ACTIVE ESTERS OF NAPHTHENIC AND FATTY ACIDS BASED ON UNSATURATED OXYESTERS
Petrochemical products based on petroleum naphthenic acids have special properties. Esters of naphthenic acids possess practically valuable organic compounds. The aim of this work is the development of effective methods for the preparation of aromatic esters based on naphthenic and individual fatty acids which is a very promising direction in the medicine practice. The synthesis of unsaturated racemic and chiral oxyethers was carried out on the basis of the interaction of chloromethylpropargyl (allyl) esters with carbonyl compounds with the participation of metallic zinc. Also, to study the biological activity, racemic and optically active esters were synthesized based on naphthenic acids and unsaturated racemic and chiral oxyesters. As test cultures used: gram-positive (Staphylo-coccus aureus-Staphylococcus aureus), gram-negative (Pseudomonas aeruginosa – Pseu-domonas aeruginosa, Escherichia coli) bacteria, as well as yeast-like fungi of the genus Candida - Candida albicans. Analysis of the biological activity of the synthesized compounds showed that optically active bicyclo [2.2.1] hept-5-ene-2-methylol monoesters have higher antimicrobial and antifungal activity compared to their racemic analogs and drugs used in medicine.
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