TY - JOUR
T1 - Antimicrobial gastrodin derivatives isolated from Bacopa procumbens
AU - González-Cortazar, Manasés
AU - López-Gayou, Valentín
AU - Tortoriello, Jaime
AU - Domínguez-Mendoza, Blanca E.
AU - Ríos-Cortes, Ada M.
AU - Delgado-Macuil, Raúl
AU - Hernández-Beteta, Elías E.
AU - Blé-González, Ever A.
AU - Zamilpa, Alejandro
N1 - Publisher Copyright:
© 2019 Phytochemical Society of Europe
PY - 2019/6
Y1 - 2019/6
N2 - 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.
AB - 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.
KW - Bacopa procumbensantimicrobial
KW - Polyphenols
KW - Procumgastrodins
KW - Shikimate derivatives
UR - http://www.scopus.com/inward/record.url?scp=85062709351&partnerID=8YFLogxK
U2 - 10.1016/j.phytol.2019.03.005
DO - 10.1016/j.phytol.2019.03.005
M3 - Artículo
AN - SCOPUS:85062709351
SN - 1874-3900
VL - 31
SP - 33
EP - 38
JO - Phytochemistry Letters
JF - Phytochemistry Letters
ER -