Total synthesis of hypermodified epothilone analogs with potent in vitro antitumor activity

Kuzniewski, Christian N; Gertsch, Jürg; Wartmann, Markus; Altmann, Karl-Heinz (2008). Total synthesis of hypermodified epothilone analogs with potent in vitro antitumor activity. Organic letters, 10(6), pp. 1183-6. Washington, D.C.: American Chemical Society 10.1021/ol800089x

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The convergent total synthesis of hypermodified epothilone analogs 1 and 2 has been achieved with the stereoselective cyclopropanation of allylic alcohol 17 and ring-closing olefin metathesis with diene 22 as the key steps. In spite of significant structural differences between these analogs and the natural epothilone scaffold, 1 and 2 are potent inducers of tubulin polymerization and inhibit the growth of human cancer cells in vitro with sub-nM IC50 values.

Item Type:	Journal Article (Original Article)
Division/Institute:	04 Faculty of Medicine > Pre-clinic Human Medicine > Institute of Biochemistry and Molecular Medicine
UniBE Contributor:	Gertsch, Jürg
ISSN:	1523-7060
ISBN:	18303900
Publisher:	American Chemical Society
Language:	English
Submitter:	Factscience Import
Date Deposited:	04 Oct 2013 15:05
Last Modified:	05 Dec 2022 14:20
Publisher DOI:	10.1021/ol800089x
PubMed ID:	18303900
Web of Science ID:	000254032100037
URI:	https://boris.unibe.ch/id/eprint/28320 (FactScience: 120043)