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New Phenylethanoids From Buddleja Cordata Subsp. Cordata

L Acevedo, E Martínez, P Castañeda, S Franzblau, B N Timmermann, E Linares, R Bye, R Mata

Planta Med. 2000 Apr;66(3):257-61.

PMID: 10821053

Abstract:

Bioassay-guided fractionation of a crude extract of the stem bark of Buddleja cordata subsp. cordata with significant antimycobacterial activity led to the isolation of a mixture composed by ten new long-chain esters of 2[4'-hydroxyphenyl]-ethanol (1-10), along with the lichen metabolites methyl beta-orcinolcarboxylate (11) and beta-orcinolcarboxylate (12). Extensive HPLC allowed the separation of the major components of the mixture, which were characterized by spectral means as 2[4'-hydroxyphenyl]-ethyl stearate (3), 2[4'-hydroxyphenyl]-ethyl behenate (6), and 2[4'-hydroxyphenyl]-ethyl lignocerate (8). The minor esters were identified as 2[4'-hydroxyphenyl]-ethyl palmitate (1), 2[4'-hydroxyphenyl]-ethyl heptadecanoate (2), 2[4'-hydroxyphenyl]-ethyl nonadecanoate (4), 2[4'-hydroxyphenyl]-ethyl arachidate (5), 2[4'-hydroxyphenyl]-ethyl tricosanoate (7), 2[4'-hydroxyphenyl]-ethyl pentacosanoate (9), and 2[4'-hydroxyphenyl]-ethyl hexacosanoate (10) by GC-MS analysis of the methyl esters derivatives of the fatty acids obtained by alkaline hydrolysis of the mixture. Compound 8 exhibited moderate antibacterial activity against Mycobacterium tuberculosis (MIC = 64 micrograms/ml).

Chemicals Related in the Paper:

Catalog Number Product Name Structure CAS Number Price
AP18281055 Ethyl arachidate Ethyl arachidate 18281-05-5 Price
AP2433978-A Methyl tricosanoate Methyl tricosanoate 2433-97-8 Price
AP55373892 Methyl pentacosanoate Methyl pentacosanoate 55373-89-2 Price
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