期刊
BIOORGANIC & MEDICINAL CHEMISTRY
卷 17, 期 14, 页码 5164-5169出版社
PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.bmc.2009.05.059
关键词
Cross-coupling; Arylacetylenes; Betulonic acid; Triterpenoids; Hepatoprotection; Anti-inflammatory activity
资金
- Russian Academy of Sciences [93, 07-03-00048a]
- National Science Foundation [CHE-0848686]
- Direct For Mathematical & Physical Scien
- Division Of Chemistry [0848686] Funding Source: National Science Foundation
The Sonogashira reaction can be applied for the preparation of acetylenic derivatives of betulonic acid where the triterpenoid moiety can serve as either the halo- or the acetylenic component. This reaction opened access to the first derivatives of betulonic acid containing either the arylethynyl (C equivalent to C-Ar(Het) or the ethynyl (C equivalent to CH) moieties. From the fundamental perspective, this work illustrates the possibility of selective Pd-catalyzed cross-coupling at terminal acetylenes in the presence of a terminal alkene. Hepatoprotective and anti-inflammatory properties of selected acetylenic derivatives of betulonic acid were investigated using the CCl4-induced hepatitis and carrageenan-induced edema models, respectively. (C) 2009 Elsevier Ltd. All rights reserved.
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