New broad-spectrum parenteral cephalosporins exhibiting potent activity against both methicillin-resistant Staphylococcus aureus (MRSA) and Pseudomonas aeruginosa. Part 2: Synthesis and structure-activity relationships in the S-3578 series

Hidenori Yoshizawa; Tadatoshi Kubota; Hikaru Itani; Hiroyuki Ishitobi; Hideaki Miwa; Yasuhiro Nishitani

doi:10.1016/j.bmc.2004.05.022

New broad-spectrum parenteral cephalosporins exhibiting potent activity against both methicillin-resistant Staphylococcus aureus (MRSA) and Pseudomonas aeruginosa. Part 2: Synthesis and structure-activity relationships in the S-3578 series

Bioorg Med Chem. 2004 Aug 1;12(15):4211-9. doi: 10.1016/j.bmc.2004.05.022.

Authors

Hidenori Yoshizawa¹, Tadatoshi Kubota, Hikaru Itani, Hiroyuki Ishitobi, Hideaki Miwa, Yasuhiro Nishitani

Affiliation

¹ Shionogi Research Laboratories, Shionogi & Co. Ltd, 12-4, Sagisu 5-chome, Fukushima-ku, Osaka 553-0002, Japan. hidenori.yoshizawa@shionogi.co.jp

PMID: 15246097
DOI: 10.1016/j.bmc.2004.05.022

Abstract

Among the prepared novel cephalosporin derivatives related to S-3578, a series of 7beta-[2-(5-amino-1,2,4-thiadiazol-3-yl)-2-(Z)-ethoxyiminoacetamido]-3-[1-(aminoalkyl)-1H-pyrazolo[4,3-b]pyridinium-4-yl]methyl-3-cephem-4-carboxylate showed potent activity against both MRSA and Pseudomonas aeruginosa, and displayed good water solubility.

MeSH terms

Anti-Bacterial Agents / chemical synthesis
Anti-Bacterial Agents / chemistry
Anti-Bacterial Agents / pharmacology
Cephalosporins / chemical synthesis*
Cephalosporins / chemistry
Cephalosporins / pharmacology*
Methicillin Resistance
Microbial Sensitivity Tests
Molecular Structure
Pseudomonas aeruginosa / drug effects*
Staphylococcus aureus / drug effects*
Structure-Activity Relationship

Substances

7-(2-(5-amino-1,2,4-thiadiazol-3-yl)-2-ethoxyiminoacetamido)-3-(1-(3-methylaminopropyl)-1H-imidazo(4,5-b)pyridinium-4-yl)methyl-3-cephem-4-carboxylate
Anti-Bacterial Agents
Cephalosporins