BIOTRANSFORMATIONS OF ACYCLIC TERPENOIDS; (+/-)-CIS-NEROLIDOL AND NERYLACETONE, BY PLANT PATHOGENIC FUNGUS, GLOMERELLA CINGULATA

Article abstract of DOI:10.1016/0031-9422(95)00426-8

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.