Semisynthesis of natural flavones inhibiting tubulin polymerization, from hesperidin

…, S Thoret, G Aubert, J Dubois, T Cresteil

文献索引：Lewin, Guy; MacIuk, Alexandre; Thoret, Sylviane; Aubert, Genevieve; Dubois, Joelle; Cresteil, Thierry Journal of Natural Products, 2010 , vol. 73, # 4 p. 702 - 706

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被引用次数: 22

摘要

Semisynthesis of 5, 3′-dihydroxy-3, 6, 7, 8, 4′-pentamethoxyflavone (1), a natural flavone that binds with high affinity to tubulin, was performed from hesperidin, the very abundant Citrus flavanone, by a five-step sequence. The last step of the synthesis also gave rise to 5, 3′-dihydroxy-3, 6, 7, 4′-tetramethoxyflavone (= casticin or vitexicarpin)(10), 5, 3′- dihydroxy-3, 7, 8, 4′-tetramethoxyflavone (= gossypetin 3, 7, 8, 4′-tetramethyl ether)(11) ...