Document Detail


Cytotoxic effect of novel dehydroepiandrosterone derivatives on different cancer cell lines.
MedLine Citation:
PMID:  23994323     Owner:  NLM     Status:  Publisher    
Abstract/OtherAbstract:
The aim of this study was to determine the cytotoxic effect of human cancer cells on three series of novel dehydroepiandrosterone derivatives containing triazole or pyrazole rings at C-17 and an ester moiety at C-3 of the androstane skeleton. The panel cancer cells used in this study were the following: PC-3, MCF-7 and SKLU-1. The results from this study indicated that the steroidal derivatives 4a-4e and 4f-4k showed the highest cytotoxic potency. This difference in this activity could be attributed to the ability of the triazole (three nitrogen atoms) to form stronger hydrogen bonds with the active site of the cell as compared to the pyrazole group having two nitrogen atoms. Compounds 4f-4k having an aromatic ester at C-3 showed an enhanced cytotoxic activity as compared to their aliphatic counterparts 4a-4e. Apparently the electronegative phenyl ring increased the polarity of the molecule, thus increasing the dipole-dipole association of the steroidal molecule with the reactive site of the cell.
Authors:
Mariana Garrido; Marisa Cabeza; Francisco Cortés; José Gutiérrez; Eugene Bratoeff
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Publication Detail:
Type:  JOURNAL ARTICLE     Date:  2013-3-5
Journal Detail:
Title:  European journal of medicinal chemistry     Volume:  68C     ISSN:  1768-3254     ISO Abbreviation:  Eur J Med Chem     Publication Date:  2013 Mar 
Date Detail:
Created Date:  2013-9-2     Completed Date:  -     Revised Date:  -    
Medline Journal Info:
Nlm Unique ID:  0420510     Medline TA:  Eur J Med Chem     Country:  -    
Other Details:
Languages:  ENG     Pagination:  301-311     Citation Subset:  -    
Copyright Information:
Copyright © 2013 Elsevier Masson SAS. All rights reserved.
Affiliation:
Department of Pharmacy, Faculty of Chemistry, National University of Mexico, Mexico, D.F., Mexico.
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