Synthesis of (+)-vinblastine and its analogues.
A synthetic route to vinblastine and its analogues with an ethynyl group, which features a stereoselective coupling of an 11-membered key intermediate with vindoline, is described. Transformations of the alkynyl moiety including a partial reduction as well as a Sonogashira coupling furnished a variety of analogues.
Miyazaki
Tohru
T
Graduate School of Pharmaceutical Sciences, University of Tokyo, 7-3-1 Hongo, Bunkyo-ku, Tokyo, Japan.
Yokoshima
Satoshi
S
Simizu
Siro
S
Osada
Hiroyuki
H
Tokuyama
Hidetoshi
H
Fukuyama
Tohru
T
D049109:Cell Proliferation / Q000187:drug effects; D006801:Humans; D020014:K562 Cells; D015394:Molecular Structure; D014747:Vinblastine / Q000031:analogs & derivatives* / Q000138:chemical synthesis* / Q000737:chemistry / Q000633:toxicity
D014747:Vinblastine