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:  MEDLINE    
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.
Authors:
Kamil Makowski; Paula Mera; David Paredes; Laura Herrero; Xavier Ariza; Guillermina Asins; Fausto G Hegardt; Jordi García; Dolors Serra
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Publication Detail:
Type:  Journal Article; Research Support, Non-U.S. Gov't    
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:  2013-10-28     Revised Date:  2014-07-16    
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.
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MeSH Terms
Descriptor/Qualifier:
4-Butyrolactone / analogs & derivatives*,  chemistry,  pharmacology
Animals
Antineoplastic Agents / chemistry,  pharmacology*
Appetite Depressants / chemistry,  pharmacology*
Cell Line, Tumor
Drug Screening Assays, Antitumor
Humans
Magnetic Resonance Spectroscopy
Male
Rats
Rats, Sprague-Dawley
Spectrometry, Mass, Electrospray Ionization
Stereoisomerism
Chemical
Reg. No./Substance:
0/Antineoplastic Agents; 0/Appetite Depressants; OL659KIY4X/4-Butyrolactone

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


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