Design, Synthesis, Antibacterial, Antifungal and Anticancer Evaluations of Novel beta-Pinene Quaternary Ammonium Salts

编号 020033804

推送时间 20220411

研究领域 林产化工 

年份 2022 

类型 期刊 

语种 英语

标题 Design, Synthesis, Antibacterial, Antifungal and Anticancer Evaluations of Novel beta-Pinene Quaternary Ammonium Salts

来源期刊 International journal of molecular sciences

期 第338期

发表时间 20211019

关键词 β-pinene;  ?quaternary ammonium salts;  ?antifungal activity;  ?antimicrobial;  ?anticancer;  ?preliminary antimicrobial mechanistic; 

摘要 beta-pinene is a monoterpene isolated from turpentine oil and numerous other plants' essential oils, which has a broad spectrum of biological activities. In the current work, six novel beta-pinene quaternary ammonium (beta-PQA) salts were synthesized and evaluated in vitro for their antifungal, antibacterial and anticancer activities. The in vitro assay results revealed that compounds 4a and 4b presented remarkable antimicrobial activity against the tested fungi and bacteria. In particular, compound 4a showed excellent activities against F. oxysporum f.sp. niveum, P. nicotianae var.nicotianae, R. solani, D. pinea and Fusicoccumaesculi, with EC50 values of 4.50, 10.92, 9.45, 10.82 and 6.34 mu g/mL, respectively. Moreover, compound 4a showed the best antibacterial action against E. coli, P. aeruginosa, S. aureus and B. subtilis, with MIC at 2.5, 0.625, 1.25 and 1.25 mu g/mL, respectively. The anticancer activity results demonstrated that compounds 4a, 4b, 4c and 4f exhibited remarkable activity against HCT-116 and MCF-7 cell lines, with IC50 values ranged from 1.10 to 25.54 mu M. Notably, the compound 4c displayed the strongest cytotoxicity against HCT-116 and MCF-7 cell lines, with the IC50 values of 1.10 and 2.46 mu M, respectively. Furthermore, preliminary antimicrobial mechanistic studies revealed that compound 4a might cause mycelium abnormalities of microbial, cell membrane permeability changes and inhibition of the activity of ATP. Altogether, these findings open interesting perspectives to the application of beta-PQA salts as a novel leading structure for the development of effective antimicrobial and anticancer agents.

服务人员 尚玮姣

服务院士 宋湛谦

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