Document Detail

Synthesis and biological evaluation of C-terminal hydroxamide analogues of bombesin.
MedLine Citation:
PMID:  10323197     Owner:  NLM     Status:  MEDLINE    
Bombesin pseudo-peptide analogues containing a hydroxamide function on the C-terminal part of the molecule, e.g. H-D-Phe-Gln-Trp-Ala-Val-Gly-His-Leu-NHOBzl 1 and H-D-Phe-Gln-Trp-Ala-Val-Gly-His-Leu-NHOH 2 were synthesized. These compounds were tested for their ability to recognize the bombesin receptor on rat pancreatic acini and on 3T3 cells, to stimulate (i) amylase secretion from rat pancreatic acini and (ii) accumulation of tritiated thymidine in 3T3 cells. Compounds 1 and 2 were able to recognize bombesin receptors on both models with high affinity (Ki = 7 +/- 2 and 5.8 +/- 0.9 nM on rat pancreatic acini, and Ki = 4.1 +/- 1.2 and 7.7 +/- 1.9 nM on 3T3 cells, respectively). Interestingly, compound 1 behaved as a potent agonist in stimulating amylase secretion from rat pancreatic acini and is able to stimulate thymidine accumulation in 3T3 cells, while compound 2 was able to potently antagonize bombesin-stimulated amylase secretion (Ki = 22 +/- 5 nM) in rat pancreatic acini and had no proper effect on 3T3 cells; however, it was able to inhibit bombesin-stimulated thymidine accumulation in 3T3 cells with high potency (Ki = 1.6 +/- 0.6 nM).
C Devin; N Bernad; M Cristau; A M Artis-Noel; A Heitz; J A Fehrentz; J Martinez
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Publication Detail:
Type:  Journal Article    
Journal Detail:
Title:  Journal of peptide science : an official publication of the European Peptide Society     Volume:  5     ISSN:  1075-2617     ISO Abbreviation:  J. Pept. Sci.     Publication Date:  1999 Apr 
Date Detail:
Created Date:  1999-07-13     Completed Date:  1999-07-13     Revised Date:  2003-11-14    
Medline Journal Info:
Nlm Unique ID:  9506309     Medline TA:  J Pept Sci     Country:  ENGLAND    
Other Details:
Languages:  eng     Pagination:  176-84     Citation Subset:  IM    
Laboratoire des Amino-acides, Peptides et Protéines, Faculté de Pharmacie, Montpellier, France.
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MeSH Terms
3T3 Cells
Amylases / metabolism
Bombesin / analogs & derivatives*,  chemical synthesis*,  pharmacology
Dose-Response Relationship, Drug
Magnetic Resonance Spectroscopy
Pancreas / drug effects
Rats, Wistar
Reg. No./Substance:
31362-50-2/Bombesin; EC 3.2.1.-/Amylases

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