Document Detail


p-Benzylthiocarbamoyl-aspartyl-daunorubicin-substituted polytrisacryl. A new drug acid-labile arm-carrier conjugate.
MedLine Citation:
PMID:  3169016     Owner:  NLM     Status:  MEDLINE    
Abstract/OtherAbstract:
A new type of drug acid-labile arm-carrier is described. A hydrophilic polymer [polytrisacryl, or poly(acryloyl 2-amido-2-hydroxymethyl-1,3-propanediol)], used as a model, is substituted with p-nitrobenzyl groups. The nitrobenzyl groups are reduced to aminobenzyl and transformed into benzylisothiocyanate groups which are allowed to react with aminoacyl daunorubicin. The excess of benzylisothiocyanate is transformed into benzylthiocarbamoyl N-methyl glucamine. A conjugate containing benzylthiocarbamoyl-aspartyl daunorubicin is stable at neutral pH, and releases free daunorubicin when it is exposed to pH 5 or below. This conjugate is about 200-fold less toxic than free daunorubicin, on a molecular basis, when it is added to the medium of Lewis lung carcinoma (3LL) cells in culture.
Authors:
F Daussin; E Boschetti; F Delmotte; M Monsigny
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Publication Detail:
Type:  Journal Article; Research Support, Non-U.S. Gov't    
Journal Detail:
Title:  European journal of biochemistry / FEBS     Volume:  176     ISSN:  0014-2956     ISO Abbreviation:  Eur. J. Biochem.     Publication Date:  1988 Oct 
Date Detail:
Created Date:  1988-11-22     Completed Date:  1988-11-22     Revised Date:  2007-07-23    
Medline Journal Info:
Nlm Unique ID:  0107600     Medline TA:  Eur J Biochem     Country:  GERMANY, WEST    
Other Details:
Languages:  eng     Pagination:  625-8     Citation Subset:  IM    
Affiliation:
Laboratoire de Biochimie Cellulaire et Moléculaire des Glycoconjugués, Centre de Biophysique Moléculaire, Centre National de la Recherche Scientifique, Orléans, France.
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MeSH Terms
Descriptor/Qualifier:
Acrylates / toxicity*
Aspartic Acid / toxicity
Binding Sites
Carcinoma / metabolism
Cell Survival / drug effects
Daunorubicin / analogs & derivatives*,  toxicity
Hydrogen-Ion Concentration
Lung Neoplasms / metabolism
Thiocarbamates / toxicity
Tumor Cells, Cultured
Vehicles*
Chemical
Reg. No./Substance:
0/Acrylates; 0/Thiocarbamates; 0/Vehicles; 20830-81-3/Daunorubicin; 56-84-8/Aspartic Acid; 79-10-7/acrylic acid

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


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