Synthesis of Neopeltolide

D. W. Custar; T. P. Zabawa; K. A. Scheidt

doi:10.1055/s-2008-1077862

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Synfacts 2008(7): 0677-0677
DOI: 10.1055/s-2008-1077862

Synthesis of Natural Products and Potential Drugs

Synthesis of Neopeltolide

Contributor(s): Philip Kocienski, Stewart Eccles
D. W. Custar, T. P. Zabawa, K. A. Scheidt*
Northwestern University, Evanston, USA

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Publikationsdatum:
20. Juni 2008 (online)

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Significance

Neopeltolide was isolated from a marine sponge related to Daedalopelta sollas and shows nM IC₅₀ values against lung adenocarcinoma, ovarian sarcoma and murine leukemia. This synthesis relied on the concomitant tetrahydro-pyran formation (F → G) and macrocyclization (G → H) catalyzed by scandium triflate.