Synthetic procedures have been developed for conversion of gamabufotalin (3β.11 α,14-trihydroxy-5β-bufa-20.22- dienolide) (1 a) into 11 α-hydroxyresibufogenin (5a). Selective dehydration of gamabufotalin with hydrochloric acid in methanol gave the 14-ene (2a). Addition of, for example, hyprobromous acid to this olefin (2a) afforded the bromohydrin (4b) which upon treatment with pyridine easily afforded 11 α-hydroxyresibufogenin. As part of this study 11 α-hydroxybufalone (11 α,l4-dihydroxy-3-oxo-5β-bufa-20.22-dienolide) (3a) was also prepared.
|Original language||English (US)|
|Number of pages||3|
|Journal||Journal of the Chemical Society, Perkin Transactions 1|
|State||Published - Jan 1 1973|
ASJC Scopus subject areas