Alkenylresorcinols and cytotoxic activity of the constituents isolated from Labisia pumila

作者：Al Mekhlafi Nabil Ali; Shaari Khozirah; Abas Faridah; Kneer Ralf; Jeyaraj Ethel Jeyaseela; Stanslas Johnson; Yamamoto Naoshi; Honda Toshio; Lajis Nordin H^*

来源：Phytochemistry, 2012, 80: 42-49.

DOI：10.1016/j.phytochem.2012.04.008

• Labisia pumila
• Myrsinaceae
• Cytotoxicity
• 1,4-Benzoquinone derivatives
• Alkylresorcinol

Phytochemical investigation on the leaves of Labisia pumila (Myrsinaceae), an important medicinal herb in Malaysia, has led to the isolation of 1-O-methyl-6-acetoxy-5-(pentadec-10Z-enyl)resorcinol (1), labisiaquinone A (2) and labisiaquinone B (3). Along with these, 16 known compounds including 1-O-methyl-6-acetoxy-5-pentadecylresorcinol (4), 5-(pentadec-10Z-enyl)resorcinol (5), 5-(pentadecyl)resorcinol (6), (-)-loliolide (7), stigmasterol (8), 4-hydroxyphenylethylamine (9), 3,4,5-trihydroxybenzoic acid (10), 3,4-dihydroxybenzoic acid (11), (+)-catechin (12), (-)-epicatechin (13), kaempferol-3-O-alpha-rhamnopyranosyl-7-O-beta-glycopyranoside (14), kaempferol-4%26apos;-O-beta-glycopyranoside (15), quercetin-3-O-alpha-rhamnopyranoside (16), kaempferol-3-O-alpha-rhamnopyranoside (17), (9Z,12Z)-octadeca-9,12-dienoic acid (18) and stigmasterol-3-O-beta-glycopyranoside (19) were also isolated. The structures of these compounds were established on the basis of 1D and 2D NMR spectroscopy techniques (H-1, C-13, COSY, HSQC, NOESY and HMBC experiments), mass spectrometry and chemical derivatization. Among the constituents tested 1 and 4 exhibited strongest cytotoxic activity against the PC3, HCT116 and MCF-7 cell lines (IC50 values %26lt;= 10 mu M), and they showed selectivity towards the first two-cell lines relative to the last one.

• 出版日期2012-8