Literature DB >> 6690684

Electronic structures of cephalosporins and penicillins. 15. Inductive effect of the 3-position side chain in cephalosporins.

D B Boyd.   

Abstract

Induction appears to be the primary means by which the side chain at position 3 of the cephem nucleus influences the chemical reactivity of the beta-lactam ring. In vitro antibacterial activity data suggest that when the cephalosporin is in the active site of the target bacterial enzymes, the presence of a leaving group in the side chain can promote inhibition.

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Year:  1984        PMID: 6690684     DOI: 10.1021/jm00367a012

Source DB:  PubMed          Journal:  J Med Chem        ISSN: 0022-2623            Impact factor:   7.446


  7 in total

1.  Electrostatic and structural similarity of classical and non-classical lactam compounds.

Authors:  M Coll; J Frau; B Vilanova; J Donoso; F Muñoz
Journal:  J Comput Aided Mol Des       Date:  2001-09       Impact factor: 3.686

2.  On the electrostatic and steric similarity of lactam compounds and the natural substrate for bacterial cell-wall biosynthesis.

Authors:  J Frau; S L Price
Journal:  J Comput Aided Mol Des       Date:  1996-04       Impact factor: 3.686

Review 3.  Penicillins and cephalosporins. Physicochemical properties and analysis in pharmaceutical and biological matrices.

Authors:  P C Van Krimpen; W P Van Bennekom; A Bult
Journal:  Pharm Weekbl Sci       Date:  1987-02-20

4.  Comparative stability studies of antipseudomonal beta-lactams for potential administration through portable elastomeric pumps (home therapy for cystic fibrosis patients) and motor-operated syringes (intensive care units).

Authors:  Eric Viaene; Hugues Chanteux; Hélène Servais; Marie-Paule Mingeot-Leclercq; Paul M Tulkens
Journal:  Antimicrob Agents Chemother       Date:  2002-08       Impact factor: 5.191

5.  Interactions of cephalosporins with the Streptomyces R61 DD-transpeptidase/carboxypeptidase. Influence of the 3'-substituent.

Authors:  W S Faraci; R F Pratt
Journal:  Biochem J       Date:  1986-08-15       Impact factor: 3.857

6.  Lack of relevance of kinetic parameters for exocellular DD-peptidases to cephalosporin MICs.

Authors:  D B Boyd; J L Ott
Journal:  Antimicrob Agents Chemother       Date:  1986-05       Impact factor: 5.191

Review 7.  The Chemical Relationship Among Beta-Lactam Antibiotics and Potential Impacts on Reactivity and Decomposition.

Authors:  Jonathan Turner; Alyssa Muraoka; Michael Bedenbaugh; Blaine Childress; Lauren Pernot; Mark Wiencek; Yuri K Peterson
Journal:  Front Microbiol       Date:  2022-03-24       Impact factor: 5.640

  7 in total

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