熊果酸
化学
抗菌剂
白色念珠菌
抗菌活性
金黄色葡萄球菌
蜡样芽孢杆菌
三萜
萜烯
微生物学
细菌
生物化学
有机化学
生物
色谱法
替代医学
病理
医学
遗传学
作者
Vinícius Viana Pereira,Nara Rúbia Pereira,Rafael César Gonçalves Pereira,Lucienir Pains Duarte,Jacqueline A. Takahashi,Roqueline Rodrigues Silva
标识
DOI:10.1002/cbdv.202100566
摘要
Abstract Infections caused by microorganisms are a major cause of morbidity and mortality worldwide, and natural products continue to be important sources for the discovery of new antimicrobial agents. Ursolic acid is a triterpene with known antibacterial action, being naturally found in plants, such as Jaracanda oxyphylla and Jacaranda caroba (Bignoniaceae). Ursolic acid derivative esters have revealed potential biological activities, such as antitumor, antiviral, and antibacterial activity. In this study, sixteen esters ( 1 ‐ 16 ) were synthesized from ursolic acid using DIC/DMAP and characterized by infrared (IR), nuclear magnetic resonance ( 1 H‐ and 13 C‐NMR) and mass spectrometry. All ursolic acid esters were evaluated against Bacillus cereus , Staphylococcus aureus , Escherichia coli , Salmonella typhimurium , and the yeast Candida albicans . Six compounds are herein described for the first time ( 3 , 9 , 11 , 13 , 14 and 16 ) with yields up to 91.6 %. Compounds 11 (3 β‐ (3,4‐dimethoxybenzoyl)ursolic acid) and 15 (3 β ‐nicotinoylursolic acid) displayed promising antifungal activity, with inhibition of C. albicans growth of 93.1 and 95.9 %, respectively.
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