Skip to main page content
U.S. flag

An official website of the United States government

Dot gov

The .gov means it’s official.
Federal government websites often end in .gov or .mil. Before sharing sensitive information, make sure you’re on a federal government site.

Https

The site is secure.
The https:// ensures that you are connecting to the official website and that any information you provide is encrypted and transmitted securely.

Access keys NCBI Homepage MyNCBI Homepage Main Content Main Navigation
. 2017 Jul 19;15(28):6001-6005.
doi: 10.1039/c7ob01420a.

Design, synthesis, and biological activity of second-generation synthetic oleanane triterpenoids

Liangfeng Fu  1 , Qi-Xian Lin, Evans O Onyango, Karen T Liby, Michael B Sporn, Gordon W Gribble
Affiliations

Design, synthesis, and biological activity of second-generation synthetic oleanane triterpenoids

Liangfeng Fu et al. Org Biomol Chem. .

Abstract

We report the synthesis and biological activity of C-24 demethyl CDDO-Me 2 and the C-28 amide derivatives 3 and 4, which are analogues of the anti-inflammatory synthetic triterpenoid bardoxolone methyl (CDDO-Me) 1. Demethylation of the C-24 methyl group was accomplished via "abnormal Beckmann" rearrangement and subsequent ring A reformation. Amides 3 and 4 were found to be potent inhibitors of the production of the inflammatory mediator NO in vitro.

PubMed Disclaimer

LinkOut - more resources