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Hemisynthesis of a naturally occurring clinically significant antitumor arglabin from ludartin
- Lone, Shabir H., Bhat, Khursheed A.
- Tetrahedron letters 2015 v.56 no.14 pp. 1908-1910
- Artemisia, aerial parts, chemical structure, cytotoxicity, epoxidation reactions, organic compounds, regioselectivity, stereoselectivity
- 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).