Journal of the Chemical Society. Perkin transactions I p. 213 - 217 (1996)
Update date:2022-08-03
Topics:
Hitotsuyanagi, Yukio
Lee, Suguru
Ito, Izumi
Kondo, Kazuyuki
Takeya, Koichi
Yamagishi, Takehiro
Nagate, Takatoshi
Itokawa, Hideji
The effective conversion of RA-VII 1 into the naturally less-accessible RA-II 4 has been devised through boron tribromide bis-O-demethylation and successive selective partial O-methylation using diazo(trimethylsilyl)methane. The O-triflate 11 prepared from RA-II 4 was subjected to cross-coupling reaction with alkylstannanes to produce analogues 12, 13 and 15, while compounds 13 and 15 were later converted into analogues 14 and 16, respectively. Analogues 12-16 showed antitumour activity against P-388 leukaemia both in vitro and in vivo.
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