Document Detail


Relationships between the structure of taxol analogues and their antimitotic activity.
MedLine Citation:
PMID:  1672159     Owner:  NLM     Status:  MEDLINE    
Abstract/OtherAbstract:
A variety of synthetic analogues of taxol, a naturally occurring antitumor diterpene, were examined for their potency to inhibit microtubule disassembly. For some of the compounds, the in vitro cytotoxic properties showed a good correlation with the tubulin assay. This structure-activity relationship study shows that inhibition of microtubule disassembly is quite sensitive to the configuration at C-2' and C-3'. A correlation between the conformation of the side chain at C-13 and the activity is suggested. Of all the compounds examined, one of the most potent in inhibiting microtubule disassembly and in inhibiting murine P388 leukemic cells, N-debenzoyl-N-tert-(butoxycarbonyl)-10-deacetyltaxol, named taxotere, was selected for evaluation as a potential anticancer agent.
Authors:
F Guéritte-Voegelein; D Guénard; F Lavelle; M T Le Goff; L Mangatal; P Potier
Related Documents :
21339709 - Identification of calpain substrates by orf phage display.
21439629 - Rhomboid family pseudoproteases use the er quality control machinery to regulate interc...
7104309 - Polymerization of the tubulin-colchicine complex and guanosine 5'-triphosphate hydrolysis.
22308339 - Quantitative, directional measurement of electric field heterogeneity in the active sit...
21368759 - Structure and mechanism of the hexameric meca-clpc molecular machine.
21445849 - The refined structure of functional unit h of keyhole limpet hemocyanin (klh1-h) reveal...
2592419 - Membrane-anchored and soluble forms of betaglycan, a polymorphic proteoglycan that bind...
10938279 - Crystal structure of 1-aminocyclopropane-1-carboxylate deaminase from hansenula saturnus.
9521649 - Engineering an anion-binding cavity in antichymotrypsin modulates the "spring-loaded" s...
Publication Detail:
Type:  Journal Article; Research Support, Non-U.S. Gov't    
Journal Detail:
Title:  Journal of medicinal chemistry     Volume:  34     ISSN:  0022-2623     ISO Abbreviation:  J. Med. Chem.     Publication Date:  1991 Mar 
Date Detail:
Created Date:  1991-04-17     Completed Date:  1991-04-17     Revised Date:  2008-11-21    
Medline Journal Info:
Nlm Unique ID:  9716531     Medline TA:  J Med Chem     Country:  UNITED STATES    
Other Details:
Languages:  eng     Pagination:  992-8     Citation Subset:  IM    
Affiliation:
Institut de Chimie des Substances Naturelles, Centre National de la Recherche Scientifique, Gif-sur-Yvette, France.
Export Citation:
APA/MLA Format     Download EndNote     Download BibTex
MeSH Terms
Descriptor/Qualifier:
Alkaloids / chemistry*,  pharmacology
Animals
Antineoplastic Agents / chemistry*,  pharmacology
Brain / ultrastructure
Cell Division / drug effects
Chemical Phenomena
Chemistry
Leukemia P388 / pathology
Mice
Microtubules / drug effects,  metabolism
Molecular Conformation
Molecular Structure
Paclitaxel
Stereoisomerism
Structure-Activity Relationship
Swine
Tubulin / metabolism
Chemical
Reg. No./Substance:
0/Alkaloids; 0/Antineoplastic Agents; 0/Tubulin; 33069-62-4/Paclitaxel

From MEDLINE®/PubMed®, a database of the U.S. National Library of Medicine


Previous Document:  Potential antipsychotic agents. 9. Synthesis and stereoselective dopamine D-2 receptor blockade of a...
Next Document:  Identification of new DNA markers close to the myotonic dystrophy locus.