BIOTRANSFORMATION OF (+ -)-LAVANDULOL BY THE PLANT-PATHOGENIC FUNGUS GLOMERELLA-CINGULATA/

To clarify the structures of biotransformation products and the metabo lic pathways, the microbial transformation of (+/-)-lavandulol has bee n investigated using the plant pathogenic fungus Glomerella cingulata. (+/-)-Lavandulol [(+/-)-5-methyl-2-( 1-methylethenyl)-4-hexen-1-ol] w as mainly oxidized at the C-4 double bond to give )-1,5-epoxy-5-methyl -2-(1-methylethenyl)-4-hexanol and cis- and trans-1,4-epoxy-5-methyl-2 -( 1-methylethenyl)-5-hexanol. 5-Methyl-2-(1-methylethenyl)-4-hexene-1 ,6-diol (6-hydroxylavandulol) was also produced through this biotransf ormation. These structures were confirmed by the mass, IR, H-1 NMR, an d C-13 NMR spectral data.