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Alkenylresorcinols and Cytotoxic Activity of the Constituents Isolated From Labisia Pumila

Alkenylresorcinols and Cytotoxic Activity of the Constituents Isolated From Labisia Pumila

Nabil Ali Al-Mekhlafi, Khozirah Shaari, Faridah Abas, Ralf Kneer, Ethel Jeyaseela Jeyaraj, Johnson Stanslas, Naoshi Yamamoto, Toshio Honda, Nordin H Lajis

Phytochemistry. 2012 Aug;80:42-9.

PMID: 22633846

Abstract:

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-α-rhamnopyranosyl-7-O-β-glycopyranoside (14), kaempferol-4'-O-β-glycopyranoside (15), quercetin-3-O-α-rhamnopyranoside (16), kaempferol-3-O-α-rhamnopyranoside (17), (9Z,12Z)-octadeca-9,12-dienoic acid (18) and stigmasterol-3-O-β-glycopyranoside (19) were also isolated. The structures of these compounds were established on the basis of 1D and 2D NMR spectroscopy techniques (¹H, ¹³C, 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 ≤ 10 μM), and they showed selectivity towards the first two-cell lines relative to the last one.

Chemicals Related in the Paper:

Catalog Number	Product Name	Structure	CAS Number	Price
AP3158563	5-Pentadecylresorcinol		3158-56-3	Price

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