A Regioselective Synthesis of E-Guggulsterone

被引:11
作者
Ham, Jungyeob [3 ]
Chin, Jungwook [1 ,2 ]
Kang, Heonjoong [1 ,2 ]
机构
[1] Seoul Natl Univ, Sch Earth & Environm Sci, Ctr Marine Nat Prod & Drug Discovery, Seoul 151747, South Korea
[2] Seoul Natl Univ, Res Inst Oceanog, Seoul 151741, South Korea
[3] Korea Inst Sci & Technol, Kangnung 210340, South Korea
关键词
guggulsterone; inflammatory bowel diseases; regioselective synthesis; oppenhauer oxidation; COMMIPHORA-MUKUL; STEREOCHEMISTRY; KINASE; CELLS;
D O I
10.3390/molecules16054165
中图分类号
Q5 [生物化学]; Q7 [分子生物学];
学科分类号
071010 ; 081704 ;
摘要
We have successfully prepared E-guggulsterone from 16,17-epoxypregnenolone in 84% yield over two steps via a hydrazine reduction and Oppenhauer oxidation. Additionally, isomerization was induced by heat, light (h nu) and acid catalysis to convert E-guggulsterone into the corresponding Z isomer.
引用
收藏
页码:4165 / 4171
页数:7
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