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Hemisynthesis of a naturally occurring clinically significant antitumor arglabin from ludartin

Author:
Lone, Shabir H., Bhat, Khursheed A.
Source:
Tetrahedron letters 2015 v.56 no.14 pp. 1908-1910
ISSN:
0040-4039
Subject:
Artemisia, aerial parts, chemical structure, cytotoxicity, epoxidation reactions, organic compounds, regioselectivity, stereoselectivity
Abstract:
The aerial parts of Artemisia amygdalina Decne yielded ludartin (1), a cytotoxic guaianolide in bulk quantities. Ludartin was converted into antitumor arglabin via a simple and efficient three step reaction pathway. The reaction process involves a regioselective ring opening, followed by stereoselective epoxidation and finally the selective dehydration to afford the desired arglabin in excellent yield (51%, overall yield). This methodology makes Artemisia amygdalina Decne an easily accessible alternate source of arglabin (6).
Agid:
6025221