New 3-<i>O</i>-Alkyl-4a,10a-dihydrofusarubins Produced by <i>Fusarium</i> sp. Mj-2
Author(s) -
Masanobu Suzuki,
Naoto Nishida,
Atsushi Ishihara,
Hiromitsu Nakajima
Publication year - 2013
Publication title -
bioscience biotechnology and biochemistry
Language(s) - Uncategorized
Resource type - Journals
SCImago Journal Rank - 0.509
H-Index - 116
eISSN - 1347-6947
pISSN - 0916-8451
DOI - 10.1271/bbb.120670
Subject(s) - metabolite , alkyl , substituent , fusarium , strain (injury) , antifungal , stereochemistry , antimicrobial , chemistry , derivative (finance) , biology , microbiology and biotechnology , organic chemistry , biochemistry , botany , anatomy , financial economics , economics
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.
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