Production of phenylacetic acid derivatives and 4-epiradicinol in culture by Curvularia lunata.

Abstract:

:Phenylacetic acid derivatives, methyl 2-acetyl-3,5-dihydroxyphenylacetate (1) and methyl 2-acetyl-5-hydroxy-3-methoxyphenylacetate (3); curvulin or ethyl 2-acetyl-3,5-dihydroxyphenylacetate (4), a known metabolite of Curvularia siddiqui, and 4-epiradicinol (5) have been isolated from the culture mycelia of Curvularia lunata grown on YMG, a medium consisting of yeast, malt extract and glucose. Compounds 1, 3 and 4 lack antimicrobial and antioxidant activity, but 4-epiradicinol (5) inhibited the growth of Escherichia coli, Staphylococcus aureus, Salmonella choleraesuis and Bacillus subtilis. The structures of compounds 1, 3-5 were determined by analyses of IR, MS, 1D and 2D NMR data, assisted by chemical shift comparison to related and model compounds. The relative stereochemistry of the vicinal diol in 5 was determined from the 1H NMR signals for the methyl protons of the resulting cyclic acetonide prepared from 5.

journal_name

Phytochemistry

journal_title

Phytochemistry

authors

Varma GB,Fatope MO,Marwah RG,Deadman ME,Al-Rawahi FK

doi

10.1016/j.phytochem.2006.05.032

subject

Has Abstract

pub_date

2006-09-01 00:00:00

pages

1925-30

issue

17

eissn

0031-9422

issn

1873-3700

pii

S0031-9422(06)00301-3

journal_volume

67

pub_type

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