M. Miyazawa et al., BIOTRANSFORMATIONS OF ACYCLIC TERPENOIDS, (+ -)-TRANS-NEROLIDOL AND GERANYLACETONE, BY GLOMERELLA-CINGULATA/, Journal of agricultural and food chemistry, 44(6), 1996, pp. 1543-1547
Microbial transformations of (+/-)-trans-nerolidol and geranylacetone
were carried out with a plant pathogenic fungus, Glomerella cingulata.
(+/-)-trans-Nerolidol and geranylacetone were hydrated at a remote do
uble bond as the main metabolic pathway. A large amount of (E)-3,7,11-
trimethyl-1,6-dodecadiene-3,11-diol and small amount (E)-3,7,11-trimet
hyl-1,6-dodecadiene-3,10,11-triol were obtained from (+/-)-trans-nerol
idol. Geranylacetone was transformed to (E)-10-hydroxy-6,10-dimethyl-5
-undecen-2-one as the major metabolite. (E)-9,10-Dihydroxy-6,10-dimeth
yl-5-undecen-2-one, (E)-6,10-dimethyl-5,9-undecadien-2-ol, (E)-6,10-di
methyl-5-undecene-2,9,10-trio and (E)-6,10-dimethyl-5-undecene-2,10-di
ol were also obtained from geranylacetone. The structures of metabolic
products were determined by spectroscopic data.