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

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 trans formed into (Z)-9,10-dihydroxy-6,10-dimethyl-5-undecen-2-one as the ma jor metabolite. In addition, the biotransformation of nerylacetone res ulted in hydration at the remote double bond and reduction of the carb onyl 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.