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- W2037226821 abstract "Solvolytic rearrangement of the C/D ring system of the tetracyclic diterpenoid stemodinone (2) afforded the compounds 15(13→12)abeo-13β-hydroxystemaran-2-one (5) and 15(8→9)abeo-8β(H)-12β-hydroxystachan-2-one (10). Terpene 5 possesses a novel diterpene skeleton. Oxidation of these compounds yielded their respective diketones. Bioconversion of 5 by Rhizopus oryzae yielded 15(13→12)abeo-7β,13β-dihydroxystemaran-2-one (18) while microbial transformation of 10 provided 15(8→9)abeo-8β(H)-6α,12β-dihydroxystachan-2-one (19), 15(8→9)abeo-8β(H)-7β,12β-dihydroxystachan-2-one (20) and 15(8→9)abeo-8β(H)-6α,12β,14β-trihydroxystachan-2-one (21). A rationale for the formation of the rearranged compounds is proposed." @default.
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- W2037226821 date "2005-04-01" @default.
- W2037226821 modified "2023-09-23" @default.
- W2037226821 title "Stemodane skeletal rearrangement: chemistry and microbial transformation" @default.
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- W2037226821 doi "https://doi.org/10.1016/j.phytochem.2005.02.019" @default.
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