Gallic acid derived diarylpropanones exhibit synergistic antibacterial activities

IF 2.6 4区医学 Q3 CHEMISTRY, MEDICINAL Medicinal Chemistry Research Pub Date : 2024-06-20 DOI:10.1007/s00044-024-03254-8

Sneha Singh, Sana Khan, Alka Kurmi, Ranjana Das, Barsha Thapa, Poonam Rani, Feroz Khan, Dharmendra Saikia, Debabrata Chanda, Arvind Singh Negi

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Abstract

Development of resistance against most of the clinical antibiotics is a menace to mankind for their use in future. Present study aimed at design and synthesis of some microtubule dynamics modulators as antibacterial and anticancer agents. Eight diverse Aza Michael adducts were prepared at diarylpropenone core possessing desired motifs in 38–57% yields. Compound 6b showed significant antiproliferative activity against K562, leukemic cell line. While compound 6h exhibited potent antibacterial activity against methicillin resistant Staphylococcus aureus and methicillin resistant S. epidermidis. In the checkerboard experiment, 6h showed synergistic effect in combination of penicillin and also with norfloxacin, up to four-fold reduction in quantity of the antibiotic drug. Its effect was bacteriostatic as evident from time kill assay. The 3,4,5-trimethoxyphenyl motif induces antitubulin effect in Aza Michael adduct 6b for anticancer activity. Both the leads can further be optimized for better efficacy in future.

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从没食子酸中提取的二元丙酮具有协同抗菌活性

对大多数临床抗生素产生抗药性是人类今后使用抗生素的一个威胁。本研究旨在设计和合成一些微管动力学调节剂作为抗菌剂和抗癌剂。研究人员以二芳基丙烯酮为核心，制备了八种不同的 Aza 迈克尔加合物，它们都具有所需的基团，产率为 38-57%。化合物 6b 对白血病细胞株 K562 具有显著的抗增殖活性。化合物 6h 对耐甲氧西林的金黄色葡萄球菌和耐甲氧西林的表皮葡萄球菌具有很强的抗菌活性。在棋盘格实验中，6h 与青霉素和诺氟沙星联用时显示出协同效应，抗生素药物的用量最多可减少四倍。从时间杀灭试验中可以看出，它具有抑菌作用。3,4,5-三甲氧基苯基基团在 Aza 迈克尔加合物 6b 中诱导了抗肿瘤活性的抗鸟嘌呤作用。这两种先导化合物都可以进一步优化，以获得更好的疗效。

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来源期刊

Medicinal Chemistry Research 医学-医药化学

CiteScore

4.70

自引率

3.80%

发文量

162

审稿时长

5.0 months

期刊介绍： Medicinal Chemistry Research (MCRE) publishes papers on a wide range of topics, favoring research with significant, new, and up-to-date information. Although the journal has a demanding peer review process, MCRE still boasts rapid publication, due in part, to the length of the submissions. The journal publishes significant research on various topics, many of which emphasize the structure-activity relationships of molecular biology.