Antimicrobial gastrodin derivatives isolated from Bacopa procumbens

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 Zamilpa

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3 Scopus citations


© 2019 Phytochemical Society of Europe The 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 ( 1 H-NMR, 13 C-NMR, 1 H- 1 H 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.
Original languageAmerican English
Pages (from-to)33-38
Number of pages29
JournalPhytochemistry Letters
StatePublished - 1 Jun 2019


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