1202572-68-6Relevant articles and documents
Peloruside B, a potent antitumor macrolide from the New Zealand marine sponge Mycale hentscheli: Isolation, structure, total synthesis, and bioactivity
Singh, A. Jonathan,Xu, Chun-Xiao,Xu, Xiaoming,West, Lyndon M.,Wilmes, Anja,Chan, Ariane,Hamel, Ernest,Miller, John H.,Northcote, Peter T.,Ghosh, Arun K.
supporting information; experimental part, p. 2 - 10 (2010/04/26)
(Chemical Equation Presented) Peloruside B(2), a natural congener of pelorusideA(1), was isolated in sub-milligram quantities from the New Zealand marine sponge Mycale hentscheli. Peloruside B promotes microtubule polymerization and arrests cells in the G2/M phase of mitosis similar to paclitaxel, and its bioactivity was comparable to that of peloruside A. NMR-directed isolation, structure elucidation, structure confirmation by total synthesis, and bioactivity of peloruside B are described in this article. The synthesis features Sharpless dihydroxylation, Brown's asymmetric allylboration reaction, reductive aldol coupling, Yamaguchi macrolactonization, and selective methylation.