In the case of biotransformation by using Cyanobacterium (+)- (93) and (-)-carvone (93') were converted with a different type of pattern to give (+)-isodihydrocarvone (101b', 76.6%) and (-)-dihydrocarvone (101a, 62.2%), respectively (Kaji et al., 2002) (Figure 14.118). On the other hand, Catarantus rosea cultured cell biotransformed (-)-carvone (93') to give 5b-hydroxy- (+)-neodihy-drocarveol (100aa', 57.5%), 5a-hydroxy-(+)-neodihydrocarveol (100ab', 18.4%), 5a-hydroxy-(-)-carvone (98b'), 4b-hydroxy-(-)-carvone (384', 6.3%), 10-hydroxycarvone (390'), 5b-hydroxycarvone (98'), 5a-hydroxyneodihydrocarveol (100ab'), 5b -hydroxyneodihydrocarveol (100aa'), and 5a-hydroxydihydrocarvone (99b') as the metabolites as shown in Figure 14.119, whereas (+)-carvone (93) gave 5a-hydroxy-(+)-carvone (98a, 65.4%) and 4a-hydroxy-(+)-carvone (384, 34.6%) (Hamada and Yasumune, 1995; Hamada et al., 1996; Kaji et al., 2002) (Figure 14.119) (Table 14.11).
(-)-Carvone (93') was incubated with Cyanobacterium, enone reductase (43 kDa) isolated from the bacterium and microsomal enzyme to afford (+)-isodihydrocarvone (101b') and (+)-dihydrocarvone
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