Document Detail


Differential pharmacologic properties of the two c75 enantiomers: (+)-c75 is a strong anorectic drug; (-)-c75 has antitumor activity.
MedLine Citation:
PMID:  23620264     Owner:  NLM     Status:  In-Data-Review    
Abstract/OtherAbstract:
C75 is a synthetic compound described as having antitumoral properties. It produces hypophagia and weight loss in rodents, limiting its use in cancer therapy but identifying it as a potential anti-obesity drug. C75 is a fatty acid synthase (FAS) inhibitor and, through its coenzyme A (CoA) derivative, it acts as a carnitine palmitoyltransferase (CPT) 1 inhibitor. Racemic mixtures of C75 have been used in all the previous studies; however, the potential different biological activities of C75 enantiomers have not been examined yet. To address this question we synthesized the two C75 enantiomers separately. Our results showed that (-)-C75 inhibits FAS activity in vitro and has a cytotoxic effect on tumor cell lines, without affecting food consumption. (+)-C75 inhibits CPT1 and its administration produces anorexia, suggesting that central inhibition of CPT1 is essential for the anorectic effect of C75. The differential activity of C75 enantiomers may lead to the development of potential new specific drugs for cancer and obesity. Chirality 25:281-287, 2013. © 2013 Wiley Periodicals, Inc.
Authors:
Kamil Makowski; Paula Mera; David Paredes; Laura Herrero; Xavier Ariza; Guillermina Asins; Fausto G Hegardt; Jordi García; Dolors Serra
Related Documents :
23973754 - Nano-lipoidal carriers of tretinoin with enhanced percutaneous absorption, photostabili...
2748914 - Effect of a steroidal (prednisolone) and nonsteroidal (indomethacin) antiinflammatory a...
18625344 - Enhancement of anti-inflammatory property of aspirin in mice by a nano-emulsion prepara...
3331264 - The effect of prostacyclin on asthma precipitated by aspirin.
6144724 - The effect of neuroleptic treatment and of high dosage diazepam therapy on beta-endorph...
2876714 - Aversive and appetitive properties of anxiogenic and anxiolytic agents.
Publication Detail:
Type:  Journal Article    
Journal Detail:
Title:  Chirality     Volume:  25     ISSN:  1520-636X     ISO Abbreviation:  Chirality     Publication Date:  2013 May 
Date Detail:
Created Date:  2013-04-26     Completed Date:  -     Revised Date:  -    
Medline Journal Info:
Nlm Unique ID:  8914261     Medline TA:  Chirality     Country:  United States    
Other Details:
Languages:  eng     Pagination:  281-7     Citation Subset:  IM    
Copyright Information:
Copyright © 2013 Wiley Periodicals, Inc.
Affiliation:
Department of Biochemistry and Molecular Biology, Facultat de Farmàcia, Universitat de Barcelona, E-08028 Barcelona, Spain and Institut de Biomedicina de la Universitat de Barcelona (IBUB) and CIBER Fisiopatología de la Obesidad y la Nutrición (CIBERObn), Instituto de Salud Carlos III, Spain; Department of Organic Chemistry, Facultat de Química, Universitat de Barcelona, E-08028 Barcelona, Spain and Institut de Biomedicina de la Universitat de Barcelona (IBUB).
Export Citation:
APA/MLA Format     Download EndNote     Download BibTex
MeSH Terms
Descriptor/Qualifier:

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


Previous Document:  Asymmetric zinc-catalyzed hydrosilylation of ketones and the effect of carboxylate on the enantiosel...
Next Document:  Absolute configuration and predominant conformations of a chiral crown ether-based colorimetric sens...