A Regioselective Synthesis of E-Guggulsterone

Molecules

Jungyeob Ham¹  Jungwook Chin¹ 

[1] ¹Korea Institute of Science and Technology, 290 Daejeon-dong, Gangneung 210-340, Korea ²Center for Marine Natural Products and Drug Discovery, School of Earth and Environmental Sciences, Seoul National University, NS-80, Seoul 151-747, Korea ³Research Institute of Oceanography, Seoul National University, NS-80, Seoul 151-741, Korea

关键词: guggulsterone;    inflammatory bowel diseases;    regioselective synthesis;    oppenhauer oxidation;   

DOI  :  10.3390/molecules16054165

来源: mdpi

【 摘 要 】

We have successfully prepared E-guggulsterone from 16,17-epoxy-pregnenolone in 84% yield over two steps via a hydrazine reduction and Oppenhauer oxidation. Additionally, isomerization was induced by heat, light (hn) and acid catalysis to convert E- guggulsterone into the corresponding Z isomer.

【 授权许可】

CC BY   
This is an open access article distributed under the Creative Commons Attribution License (CC BY) which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited.