Phytochemistry p. 1133 - 1138 (1995)
Update date:2022-08-02
Topics:
Miyazawa, Mitsuo
Nankai, Hirokazu
Kameoka, Hiromu
Microbial transformations of (+/-)-cis-nerolidol and nerylacetone were investigated using the plant pathogenic fungus, Glomerella cingulata.Both (+/-)-cis-nerolidol and nerylacetone were mainly oxidized at the remote double bond. (+/-)-cis-nerolidol was transformed into (Z)-3,7,11-trimethyl-1,6-dodecadien-3,10,11-triol while nerylacetone was transformed into (Z)-9,10-dihydroxy-6,10-dimethyl-5-undecen-2-one as the major metabolite.In addition, the biotransformation of nerylacetone resulted in hydration at the remote double bond and reduction of the carbonyl group and produced (Z)-6,10-dimethyl-5,9-undecadien-2-ol, (Z)-10-hydroxy-6,10-dimethyl-5-undecen-2-one and (Z)-6,10-dimethyl-5-undecen-2,9,10-triol.The structures of the metabolic products were determined by spectroscopic data. - Keywords: Glomerella cingulata; biotransformation; microbial transformation; plant pathogenic fungus; (+/-)-cis-nerolidol; nerylacetone.
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Doi:10.1021/acs.orglett.5b00716
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