Document Detail


Lipophilicity of teicoplanin antibiotics as assessed by reversed phase high-performance liquid chromatography: quantitative structure-property and structure-activity relationships.
MedLine Citation:
PMID:  7714724     Owner:  NLM     Status:  MEDLINE    
Abstract/OtherAbstract:
Structure-lipophilicity relationships of a large series of 63-COX teicoplanin antibiotic derivatives were examined, by correlating their capacity factors (log kw), measured through reversed-phase high-performance liquid chromatography on Deltabond C8 stationary phase, with some computed molecular properties such as fragmental log P constants (pi x), molecular volumes (Vx) and factors imparting hydrophilicity (e.g. amino groups in the X chain, nN). A number of equations were derived which demonstrate that variations of log kw are mainly related to changes in bulk (modelled by Vx) and polarity (primarily modelled by nN) of X chains of teicoplanin derivatives. QSAR analysis revealed that in-vitro activity against E. coli increases as lipophilicity decreases and isoelectric point increases.
Authors:
C Altomare; A Carotti; S Cellamare; A Carrieri; R Ciabatti; A Malabarba
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Publication Detail:
Type:  In Vitro; Journal Article; Research Support, Non-U.S. Gov't    
Journal Detail:
Title:  The Journal of pharmacy and pharmacology     Volume:  46     ISSN:  0022-3573     ISO Abbreviation:  J. Pharm. Pharmacol.     Publication Date:  1994 Dec 
Date Detail:
Created Date:  1995-05-18     Completed Date:  1995-05-18     Revised Date:  2006-11-15    
Medline Journal Info:
Nlm Unique ID:  0376363     Medline TA:  J Pharm Pharmacol     Country:  ENGLAND    
Other Details:
Languages:  eng     Pagination:  994-9     Citation Subset:  IM    
Affiliation:
Dipartimento Farmacochimico, University of Bari, Italy.
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MeSH Terms
Descriptor/Qualifier:
Chromatography, High Pressure Liquid
Escherichia coli / drug effects*
Microbial Sensitivity Tests
Models, Molecular
Molecular Structure
Reference Standards
Structure-Activity Relationship
Teicoplanin / chemistry,  metabolism,  pharmacology*
Water / chemistry,  metabolism
Chemical
Reg. No./Substance:
61036-62-2/Teicoplanin; 7732-18-5/Water

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


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