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Molecules 2011, 16(5), 4165-4171; doi:10.3390/molecules16054165

A Regioselective Synthesis of E-Guggulsterone

2,3,*  and 2,3,*
1 Korea Institute of Science and Technology, 290 Daejeon-dong, Gangneung 210-340, Korea 2 Center for Marine Natural Products and Drug Discovery, School of Earth and Environmental Sciences, Seoul National University, NS-80, Seoul 151-747, Korea 3 Research Institute of Oceanography, Seoul National University, NS-80, Seoul 151-741, Korea
* Authors to whom correspondence should be addressed.
Received: 18 April 2011 / Revised: 17 May 2011 / Accepted: 18 May 2011 / Published: 20 May 2011
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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.
Keywords: guggulsterone; inflammatory bowel diseases; regioselective synthesis; oppenhauer oxidation guggulsterone; inflammatory bowel diseases; regioselective synthesis; oppenhauer oxidation
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.

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Ham, J.; Chin, J.; Kang, H. A Regioselective Synthesis of E-Guggulsterone. Molecules 2011, 16, 4165-4171.

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