Tetrahedron

Efficient total synthesis of bastadin 6, an anti-angiogenic brominated tyrosine-derived metabolite from marine sponge

N Kotoku, H Tsujita, A Hiramatsu, C Mori, N Koizumi…

Index: Kotoku, Naoyuki; Tsujita, Hiroaki; Hiramatsu, Atsushi; Mori, Chinatsu; Koizumi, Noriko; Kobayashi, Motomasa Tetrahedron, 2005 , vol. 61, # 30 p. 7211 - 7218

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Citation Number: 42

Abstract

An efficient total synthesis of bastadin 6 (), a cyclic tetramer of brominated tyrosine derivatives from the marine sponge, Ianthella basta, with selective anti-angiogenic activity, was accomplished. We developed a novel Ce (IV)-mediated oxidative coupling reaction of 2, 6-dibromophenols to give the diaryl ether derivatives, the characteristic segment of. Condensation of two segments and subsequent intramolecular macrocyclization gave ...