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Asymmetric Syntheses and Wnt Signal Inhibitory Activity of Melleumin A and Four Analogues of Melleumins A and B
Luo, Jie-Min ; Dai, Chao-Feng ; Lin, Shu-Yong(Xiamen Univ, Sch Life Sci) ; Huang, Pei-Qiang ; Huang PQ(黄培强)
2008-12
关键词asymmetric synthesis biological activity natural products total synthesis Wnt signal inhibition
英文摘要The first total synthesis of melleumin A and four analogues of melleumins A and B is described. The N-acyl L-Thr-Gly/beta-hydroxy-gamma-amino acid coupling/macrolactamization strategy allowed the efficient assembly of the three segments being free of epimerization. While the Jouin-Castro method with minor modification allows a rapid entrance to the key syn-beta-hydroxy-gamma-amino acid segment, required for the synthesis of melleumin A, an extension of our malimide-based methodology using a changed N-protecting group affords a flexible access to several anti-beta-hydroxy-gamma-amino acids, and hence analogues of melleumins A and B. Among them, unnatural 4-epi-melleumin B (2a) exhibits a modest inhibitory activity on Wnt signaling. The total synthesis of melleumin A allowed confirmation of its full structure.; NSFC [20572088, 20832005]; Innovative Research Team in Science & Technology (University) in Fujian Province
语种英语
出版者WILEY-V C H VERLAG GMBH
内容类型期刊论文
源URL[http://dx.doi.org/doi:10.1002/asia.200800355]  
专题化学化工-已发表论文
推荐引用方式
GB/T 7714
Luo, Jie-Min,Dai, Chao-Feng,Lin, Shu-Yong,et al. Asymmetric Syntheses and Wnt Signal Inhibitory Activity of Melleumin A and Four Analogues of Melleumins A and B[J],2008.
APA Luo, Jie-Min,Dai, Chao-Feng,Lin, Shu-Yong,Huang, Pei-Qiang,&黄培强.(2008).Asymmetric Syntheses and Wnt Signal Inhibitory Activity of Melleumin A and Four Analogues of Melleumins A and B..
MLA Luo, Jie-Min,et al."Asymmetric Syntheses and Wnt Signal Inhibitory Activity of Melleumin A and Four Analogues of Melleumins A and B".(2008).
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