WFRF:(Tjernberg LO)
Search: WFRF:(Tjernberg LO) > The impact of cyclo...
- 13 of 61
- Previous record
- Next record
- To hitlist
The impact of cyclopropane configuration on the biological activity of cyclopropyl-epothilones
-
- Gaugaz, Fabienne Z (author)
- ETH Zürich, Department of Chemistry & Applied Biosciences, Institute of Pharmaceutical Sciences, HCI H405, Vladimir-Prelog-Weg 4, 8093 Zürich (Switzerland)
- Redondo-Horcajo, Mariano (author)
- Barasoain, Isabel (author)
- show more...
- Díaz, J Fernando (author)
- Cobos-Correa, Amanda (author)
- Kaufmann, Markus (author)
- Altmann, Karl-Heinz (author)
- show less...
- (creator_code:org_t)
- 2014-07-08
- 2014
- English.
- In: ChemMedChem. - : Wiley. - 1860-7179 .- 1860-7187. ; 9:10, s. 2227-2232
- Journal article (peer-reviewed)
Abstract
Subject headings
Close
- Two cis-12,13-cyclopropyl-epothilone B variants have been synthesized, differing only in the configuration of the stereocenters at C12 and C13. The syntheses were based on a common allylic alcohol intermediate that was converted into the corresponding diastereomeric hydroxymethyl-cyclopropanes by means of stereoselective Charette cyclopropanations. Macrocyclizations were accomplished through ring-closing metathesis (RCM). Substantial differences between the two compounds were found with regard to microtubule binding affinity, antiproliferative activity and their effects on the cellular microtubule network. While the analogue with the cyclopropane moiety oriented in a corresponding way to the epoxide configuration in natural epothilones was almost equipotent with epothilone A, the other was significantly less active. Based on these findings, natural epothilone-like activity of cis-fused 12,13-cyclopropyl-epothilone analogues is tightly linked to the natural orientation of the cyclopropane moiety.
Subject headings
- MEDICIN OCH HÄLSOVETENSKAP -- Medicinska och farmaceutiska grundvetenskaper -- Farmaceutiska vetenskaper (hsv//swe)
- MEDICAL AND HEALTH SCIENCES -- Basic Medicine -- Pharmaceutical Sciences (hsv//eng)
Publication and Content Type
- ref (subject category)
- art (subject category)
- 13 of 61
- Previous record
- Next record
- To hitlist
Find more in SwePub
- By the author/editor
- Gaugaz, Fabienne ...
- Redondo-Horcajo, ...
- Barasoain, Isabe ...
- Díaz, J Fernando
- Cobos-Correa, Am ...
- Kaufmann, Markus
- show more...
- Altmann, Karl-He ...
- show less...
- About the subject
-
- MEDICAL AND HEALTH SCIENCES
- MEDICAL AND HEAL ...
- and Basic Medicine
- and Pharmaceutical S ...
- Articles in the publication
- ChemMedChem
- By the university
- Uppsala University
Search outside SwePub
- Extend your search to:
- Google Book Search
- Google Scholar
Kungliga biblioteket hanterar dina personuppgifter i enlighet med EU:s dataskyddsförordning (2018), GDPR. Läs mer om hur det funkar här.
Så här hanterar KB dina uppgifter vid användning av denna tjänst.
- Copyright © LIBRIS - National Library Systems
- LIBRIS.kb.se
