Role of the aminothiadiazolyl group in the antipseudomonal activity of cefclidin.

Watanabe, Naoaki; Sugiyama, Isao

doi:10.7164/antibiotics.45.1526

Cited by 6 publications

(2 citation statements)

References 16 publications

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“…ephellls that belong to group IV possess two or Ill ore of the following characteristics: . All the C-3' quaternary anul10nium compounds introduced for clinical use or under development possess the same antibacterial activity as cefotaxime, but they differ by adding antipseudomonal activity [23]. Due to the C-3' side-chain, there are differences among these compounds _ Agall1.st p"elllllo"ine, irrespective of the resIstance phenotype to penicillin G, the IllOSt active compound is cefpirome.…”

Section: Ceftioxide CM 40874mentioning

confidence: 99%

Perfecting the ring and extending the antibacterial spectrum: ‘the multiple generations’

Bryskier¹

2000

Clinical Microbiology and Infection

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Section: Ceftioxide CM 40874mentioning

confidence: 99%

Perfecting the ring and extending the antibacterial spectrum: ‘the multiple generations’

Bryskier¹

2000

Clinical Microbiology and Infection

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“…It was found that substitution of the thiazolyl ring with a chlorine atom increased the antibacterial activity against P. aeruginosa, whereas the activity against other Gram-negative bacilli decreased. Introduction of a 5-amino-2-thiadiazolyl nucleus instead of a 2-amino-5-thiazolyl ring enhanced the antipseudomonal activity but slightly decreased the overall activity against Enterobacteriaceae [4].…”

Section: Novelties In the Field Of Chemical Structuresmentioning

confidence: 99%

New concepts in the field of cephalosporins: C-3' quaternary ammonium cephems (Group IV)

Bryskier¹

1997

Clinical Microbiology and Infection

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The C-3' quaternary ammonium cephems belong to group IV of the microbiological classification of cephalosporins. This group is divided into two subgroups according to the position of the quaternary ammonium moiety (C-3 or C-7). These compounds are structurally related to the third-generation cephalosporins (or group 111 of the microbiological classification), but in addition are featured with two or more of the following properties: broad-spectrum activity including Pseudomonas aeruginosa; activity against Enterobacteriaceae producing type 1 p-lactamase; the presence of a quaternary moiety. The zwitterionic properties of the C-3' quaternary cephalosporins allow rapid penetration through the outer membrane of Gram-negative bacteria, stability to and low affinity for type 1 j3-lactamases in the periplasmic space and high affinity for the penicillin binding proteins (PBPs). Among the currently available analogues cefpirome and cefozopran exhibit a well-balanced antibacterial spectrum against Gram-negative bacilli and Gram-positive cocci. Cefepime is less active against Staphylococcus aureus.

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β-Lactam Antibiotics

Hubschwerlen

2007

Comprehensive Medicinal Chemistry II

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Role of the aminothiadiazolyl group in the antipseudomonal activity of cefclidin.

Cited by 6 publications

References 16 publications

Perfecting the ring and extending the antibacterial spectrum: ‘the multiple generations’

Perfecting the ring and extending the antibacterial spectrum: ‘the multiple generations’

New concepts in the field of cephalosporins: C-3' quaternary ammonium cephems (Group IV)

β-Lactam Antibiotics

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