Study of the relationship between geometric isomerism and biologically active properties of compounds

A. G. Gasanov, I. G. Ayyubov, G. E. Hajiyeva, F. S. Qurbanova
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Abstract

The results of the research in the field of studying the relationship of the geometric structure of organic compounds with their biological activity are presented. It has been shown that the stereospecific structure of organic and inorganic molecules can have a direct effect on the biologically active properties of substances. Among the known types of stereoisomerism (geometric and optical), this work summarizes the effect of various types of geometric isomerism on the bioactivity of compounds. In addition, the results of the authors’ own research are presented. In particular, the results of studying the antimicrobial and antifungal activity of hydroxyalkyl monoesters of norbornedicarboxylic acid depending on their stereoisomeric forms in relation to various pathogenic microorganisms are shown. The studies were carried out by the serial dilution method. As nutrient media, we used MPA pH 7,2–7,4 for bacteria and Sabouraud’s medium for fungi. The incubation time in a thermostat for bacteria was 18–24 hours at 37ºC, for fungi 1–10 days at 28ºC. It has been noted that the endo-isomers of the synthesized compounds have a higher antimicrobial and antifungal activity against grampositive (Staphylococcus aureus), gramnegative (Escherichia coli, Pseudomonas aeruginosa) bacteria, as well as yeast-like fungi of the genus Candida. Based on the obtained test reports, the synthesized compounds have been recommended for use as local antiseptic preparations.
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化合物几何同分异构与生物活性关系的研究
介绍了有机化合物几何结构与生物活性关系研究领域的研究成果。研究表明,有机和无机分子的立体定向结构对物质的生物活性有直接的影响。在已知的立体异构类型(几何和光学)中,本文综述了不同类型的几何异构对化合物生物活性的影响。此外,还介绍了作者自己的研究成果。特别是,对降冰片二羧酸羟烷基单酯的抗菌和抗真菌活性的研究结果取决于其与各种病原微生物的立体异构体形式。研究采用串联稀释法进行。细菌培养基选用MPA pH为7,2 - 7,4,真菌培养基选用Sabouraud培养基。细菌在恒温器中37℃的孵育时间为18-24小时,真菌在28℃的孵育时间为1-10天。已经注意到,合成的化合物的内切异构体对革兰氏阳性(金黄色葡萄球菌),革兰氏阴性(大肠杆菌,铜绿假单胞菌)细菌以及念珠菌属酵母样真菌具有较高的抗菌和抗真菌活性。根据获得的测试报告,所合成的化合物已被推荐用作局部防腐制剂。
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