ABSTRACT
The molecular imprinted polymers (MIPs) for penicillins and tetracyclines described in the literature were analysed with a purpose of evaluating their possible use for the antibiotic sorption isolation.
Subject(s)
Anti-Bacterial Agents/isolation & purification , Molecular Imprinting , Penicillins/isolation & purification , Polymers/chemical synthesis , Tetracyclines/isolation & purification , Methacrylates/chemistry , Molecular Structure , Polymers/chemistry , Solid Phase MicroextractionABSTRACT
The statistical analysis of 529 compounds belonging to the group of cephalosporins revealed a significant influence of oxygen-containing descriptors of the radical at position 7 in the cefem nucleus on the biological activity of the compounds. It was concluded that prediction of the antimicrobial properties of the antibiotics by the pattern recognition was possible with using factors reflecting the presence and space arrangement of the following functional groups in the cephalosporin molecules:-OH (phenolic group), C-O-C (ether), C = O (ester, amide) and -O- (in the heterocycle). The results of the study were compared with the data on the impact of nitrogen-containing descriptors on the biological activity of cephalosporins and practical recommendations for synthesis of new active compounds were proposed.
Subject(s)
Cephalosporins/pharmacology , Escherichia coli/drug effects , Oxygen/pharmacology , Pseudomonas aeruginosa/drug effects , Staphylococcus aureus/drug effects , Cephalosporins/chemistry , Drug Evaluation, Preclinical , Drug Resistance, Microbial , In Vitro Techniques , Microbial Sensitivity Tests , Molecular Conformation , Oxygen/chemistryABSTRACT
The relationship between the in vitro antimicrobial activity of cephalosporin antibiotics and the presence and space arrangement of sulfur-containing descriptors of the radical at position 7 in the cefem nucleus was studied. It was noted that the sulfur-containing fragments were markedly less frequent in the structures of the known cephalosporins than the nitrogen- and oxygen-containing descriptors. It was concluded that at present information related only to two of the fragments under investigation might be used as characteristics in predicting antimicrobial activity of cephalosporins by the pattern recognition. On the basis of the studies there were defined two principle paths for synthesis of new antibiotics: introduction into the molecule structure of the functional groups providing with high probability improvement of the antimicrobial properties and preparation of compounds containing descriptors whose impact on the biological activity is not known.
Subject(s)
Cephalosporins/pharmacology , Escherichia coli/drug effects , Pseudomonas aeruginosa/drug effects , Staphylococcus aureus/drug effects , Sulfur/pharmacology , Cephalosporins/chemistry , Drug Evaluation, Preclinical , Drug Resistance, Microbial , In Vitro Techniques , Microbial Sensitivity Tests , Sulfur/chemistryABSTRACT
The impact of the nitrogen containing functional groups of the radical at position 7 in the cefem nucleus on antimicrobial activity of cephalosporins against gram-positive and gram-negative organisms was studied. 235 compounds were tested. It was shown that the presence or absence of the above mentioned functional groups could not be used as the only factor for estimating the pharmacological properties of the antibiotics under investigation. There were different and, occasionally, diametrically opposite effects of the spatial arrangement of the nitrogen-containing descriptors on gram positive and gram negative organisms. It was concluded that prediction of the biological activity of cephalosporins by the pattern recognition according to the presence and spatial arrangement of the functional groups was possible. A way for designing novel compounds with the required biological activity is proposed.
