Antimicrobial gastrodin derivatives isolated from Bacopa procumbens

Publication date: June 2019Source: Phytochemistry Letters, Volume 31Author(s): Manasés González-Cortazar, Valentín López-Gayou, Jaime Tortoriello, Blanca E. Domínguez-Mendoza, Ada M. Ríos-Cortes, Raúl Delgado-Macuil, Elías E. Hernández-Beteta, Ever A. Blé-González, Alejandro ZamilpaAbstractThe bioassay-guided fractionation of the hydroalcoholic extract from aerial parts of Bacopa procumbens (Mill.) Greenm., allowed to isolate the known phenolic compound arbutin (1) as well as three new gastrodin derivatives which were denominated procumgastrodin A, procumgastrodin B and procumgastrodin C. These bioactive compounds were characterized using spectroscopic (1H-NMR, 13C-NMR, 1H-1H COSY, HSQC, HMBC) and spectrometric analysis (HRFAB-MS) as gastrodin 5-(4′”-hydroxybenzoyl)-shikimate (2), gastrodin 5-(cis-p-coumaroyl)-shikimate (3) and gastrodin 5-(trans-p-coumaroyl)-shikimate (4). The extracts and fractions showed antimicrobial activity with minimum inhibitory concentration (MIC) between 75 and 400 μg/mL and isolated compounds (1-4) showed activities of 12.5 to 100 μg/mL. All analyzed compounds displayed activity against any of the bacteria and yeast evaluated. A mixture of 3 and 4 exhibited particularly potent activity against the yeast Candida albicans.Graphical abstract
Source: Phytochemistry Letters - Category: Chemistry Source Type: research