Zurwerra, Didier; Gertsch, Jürg; Altmann, Karl-Heinz (2010). Synthesis of (-)-dactylolide and 13-desmethylene-(-)-dactylolide and their effects on tubulin. Organic letters, 12(10), pp. 2302-5. Washington, D.C.: American Chemical Society 10.1021/ol100665m
Full text not available from this repository. (Request a copy)An efficient new synthesis has been elaborated for non-natural (-)-dactylolide ((-)-2) and its 13-desmethylene analogue 4, employing a HWE-based macrocyclization approach with beta-keto-phosphonate/aldehyde 19 and the respective 13-desmethylene derivative as the key intermediates. Both (-)-2 and 4 as well as the corresponding C20 alcohols inhibit human cancer cell proliferation with IC(50) values in the sub-micromolar range and induce the polymerization of tubulin in vitro.
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 |
Publisher: |
American Chemical Society |
Language: |
English |
Submitter: |
Factscience Import |
Date Deposited: |
04 Oct 2013 14:12 |
Last Modified: |
05 Dec 2022 14:01 |
Publisher DOI: |
10.1021/ol100665m |
PubMed ID: |
20415434 |
Web of Science ID: |
000277531000034 |
URI: |
https://boris.unibe.ch/id/eprint/2439 (FactScience: 204938) |
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