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

A Regioselective Synthesis of E-Guggulsterone

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; in revised form: 17 May 2011 / Accepted: 18 May 2011 / Published: 20 May 2011
PDF Full-text Download PDF Full-Text [158 KB, uploaded 20 May 2011 11:24 CEST]
Abstract: 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

Article Statistics

Load and display the download statistics.

Citations to this Article

Cite This Article

MDPI and ACS Style

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

AMA Style

Ham J, Chin J, Kang H. A Regioselective Synthesis of E-Guggulsterone. Molecules. 2011; 16(5):4165-4171.

Chicago/Turabian Style

Ham, Jungyeob; Chin, Jungwook; Kang, Heonjoong. 2011. "A Regioselective Synthesis of E-Guggulsterone." Molecules 16, no. 5: 4165-4171.

Molecules EISSN 1420-3049 Published by MDPI AG, Basel, Switzerland RSS E-Mail Table of Contents Alert