Document Detail

Synthesis and antitumor evaluation of novel diarylsulfonylurea derivatives: molecular modeling applications.
MedLine Citation:
PMID:  19939520     Owner:  NLM     Status:  MEDLINE    
Some new ethyl 2-[3-(4-unsubstituted or 4-substituted phenylsufonyl)ureido]-5,6,7,8-tetrahydro-4H-cyclohepta[b]thiophene-3-carboxylates 3a-c, 2-[3-(phenylsulfonyl)ureido]-5,6,7,8-tetrahydro-4H-cyclohepta[b]thiophene-3-carbohydrazides 4a-f, 3-phenylsulfonyl-6,7,8,9-tetrahydro-5H-cyclohepta[1',2':4,5]thieno[2,3-d]pyrimidine-2,4(1H,3H)dione 5 and 3-(phenylsulfonyl)-1-[3-(alkylaminocarbonyl or substituted piperazinylcarbonyl)-5,6,7,8-tetrahydro-4H-cyclohepta[b]thiophen-2-yl]ureas 6a-d have been synthesized and tested for their antitumor activity. Among these compounds, 4a, 4c and 4d exhibited a broad spectrum antitumor activity with full panel (MG-MID) median growth inhibition (GI(50)) of 3.5, 4.9 and 4.0muM respectively. In addition, compounds 4c, 4d, 6c and 6d proved to be of moderate selectivity toward colon cancer cell lines with ratios of 3.1, 1.2, 3.6 and 3.0 respectively. Molecular modeling and pharmacophore prediction methods are used to study the antitumor activity of the most active compounds compared with the least active species by means of the molecular mechanic method.
Magda A El-Sherbeny; Alaa A-M Abdel-Aziz; Musa A Ahmed
Publication Detail:
Type:  Journal Article     Date:  2009-11-12
Journal Detail:
Title:  European journal of medicinal chemistry     Volume:  45     ISSN:  1768-3254     ISO Abbreviation:  Eur J Med Chem     Publication Date:  2010 Feb 
Date Detail:
Created Date:  2010-02-01     Completed Date:  2010-04-29     Revised Date:  -    
Medline Journal Info:
Nlm Unique ID:  0420510     Medline TA:  Eur J Med Chem     Country:  France    
Other Details:
Languages:  eng     Pagination:  689-97     Citation Subset:  IM    
Copyright Information:
Copyright 2009 Elsevier Masson SAS. All rights reserved.
Department of Medicinal Chemistry, Faculty of Pharmacy, University of Mansoura, Mansoura 35516, Egypt.
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MeSH Terms
Antineoplastic Agents / chemical synthesis*,  chemistry,  pharmacology*
Cell Line, Tumor
Inhibitory Concentration 50
Models, Molecular*
Molecular Conformation
Static Electricity
Structure-Activity Relationship
Urea / chemical synthesis*,  chemistry,  pharmacology*
Reg. No./Substance:
0/Antineoplastic Agents; 57-13-6/Urea

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