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Biosci Biotechnol Biochem. 2013;77(2):271-5. Epub 2013 Feb 7.

New 3-O-Alkyl-4a,10a-dihydrofusarubins produced by Fusarium sp. Mj-2.

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1
Department of Agricultural Chemistry, Faculty of Agriculture, Tottori University, Koyama, Tottori, Japan.

Abstract

Five new 3-O-alkyl-4a,10a-dihydrofusarubins (2-6) were isolated from the culture filtrate of a strain of Fusarium sp. (Mj-2), together with the known metabolite, anhydrofusarubin (1). The structures of the new metabolites were elucidated by spectroscopic analyses to be 3-O-butyl, 3-O-3'-methylbutyl, 3-O-2'-methylbutyl and 3-O-2'-phenylethyl-4a,10a-dihydrofusarubin A, and an isomer of 3-O-2'-phenylethyl-4a,10a-dihydrofusarubin A. Their antifungal and antibacterial activities were evaluated together with a 3-O-methyl derivative (7) prepared from 3-O-butyl-4a,10a-dihydrofusarubin A (2), indicating that the size of the O-substituent at C-3 in the 4a,10a-dihydrofusarubins negatively affected the metabolites' antimicrobial activity.

PMID:
23391915
DOI:
10.1271/bbb.120670
[Indexed for MEDLINE]
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