Asymmetric synthesis of (-)-brevipolide H through cyclopropanation of the α,β-unsaturated ketone

Jing Wen Lin, Yudhi Dwi Kurniawan, Wen Jung Chang, Wohn Jenn Leu, She Hung Chan, Duen Ren Hou

研究成果: 雜誌貢獻期刊論文同行評審

16 引文 斯高帕斯(Scopus)

摘要

Brevipolides are 5,6-dihydro-ã-pyrone derivatives, first reported in 2004 as the inhibitors of the chemokine receptor CCR5 and exhibiting cytotoxicity against cancer cells. Starting from the C2 symmetric diene-diol 2, ent-brevipolide H was synthesized for the first time in 11 steps. The anti-addition of the sulfur ylide to the α,β-unsaturated enones was developed to give the key cyclopropane moiety. The synthetic (-)-brevipolide H showed an IC50 value of 7.7 μM against PC-3 cells. (Chemical Equation Presented).

原文???core.languages.en_GB???
頁(從 - 到)5328-5331
頁數4
期刊Organic Letters
16
發行號20
DOIs
出版狀態已出版 - 17 10月 2014

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