Abstract
T-2588, the pivaloyloxymethyl ester of T-2525, [6R, 7R]-7-[(z)-2-(2-aminothiazol-4-yl)-2-methoxyiminoacetoamido] -3- [(5-methyl-2H-tetrazol-2-yl)methyl]-3-cephem-4-carboxylic acid, is a new oral cephalosporin. T-2525 had a widely expanded antibacterial spectrum against gram-negative and gram-positive bacteria. T-2525 was more active in vitro than cefaclor, cephalexin, and amoxicillin against members of the family Enterobacteriaceae and Branhamella catarrhalis. Moreover, it exhibited superior in vitro activity against Streptococcus pyogenes, Streptococcus pneumoniae, Haemophilus influenzae, and Neisseria gonorrhoeae. T-2525 was highly stable to various beta-lactamases, which were classified as Richmond and Sykes types Ia, Ib, Ic, III, IV, and Vc. It had high affinities for the lethal (essential) penicillin-binding proteins of Escherichia coli, Clostridium perfringens, and Bacteroides fragilis. T-2588 had excellent therapeutic effect on systemic infections in mice with various species of gram-negative bacteria, including beta-lactamase-producing bacteria.
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- Bill N. J., Washington J. A., 2nd Comparison of in vitro activity of cephalexin, cephradine, and cefaclor. Antimicrob Agents Chemother. 1977 Mar;11(3):470–474. doi: 10.1128/aac.11.3.470. [DOI] [PMC free article] [PubMed] [Google Scholar]
- Buck R. E., Price K. E. Cefadroxil, a new broad-spectrum cephalosporin. Antimicrob Agents Chemother. 1977 Feb;11(2):324–330. doi: 10.1128/aac.11.2.324. [DOI] [PMC free article] [PubMed] [Google Scholar]
- Hirai K., Iyobe S., Inoue M., Mitsuhashi S. Purification and properties of a new beta-lactamase from Pseudomonas cepacia. Antimicrob Agents Chemother. 1980 Mar;17(3):355–358. doi: 10.1128/aac.17.3.355. [DOI] [PMC free article] [PubMed] [Google Scholar]
- Imada A., Kondo M., Okonogi K., Yukishige K., Kuno M. In vitro and in vivo antibacterial activities of carumonam (AMA-1080), a new N-sulfonated monocyclic beta-lactam antibiotic. Antimicrob Agents Chemother. 1985 May;27(5):821–827. doi: 10.1128/aac.27.5.821. [DOI] [PMC free article] [PubMed] [Google Scholar]
- Matsubara N., Yotsuji A., Kumano K., Inoue M., Mitsuhashi S. Purification and some properties of a cephalosporinase from Proteus vulgaris. Antimicrob Agents Chemother. 1981 Jan;19(1):185–187. doi: 10.1128/aac.19.1.185. [DOI] [PMC free article] [PubMed] [Google Scholar]
- Matsuura M., Nakazawa H., Inoue M., Mitsuhashi S. Purification and biochemical properties of beta-lactamase produced by Proteus rettgeri. Antimicrob Agents Chemother. 1980 Nov;18(5):687–690. doi: 10.1128/aac.18.5.687. [DOI] [PMC free article] [PubMed] [Google Scholar]
- Minami S., Inoue M., Mitsuhashi S. Purification and properties of a cephalosporinase from Enterobacter cloacae. Antimicrob Agents Chemother. 1980 Dec;18(6):853–857. doi: 10.1128/aac.18.6.853. [DOI] [PMC free article] [PubMed] [Google Scholar]
- Murphy T. F., Barza M., Park J. T. Penicillin-binding proteins in Clostridium perfringens. Antimicrob Agents Chemother. 1981 Dec;20(6):809–813. doi: 10.1128/aac.20.6.809. [DOI] [PMC free article] [PubMed] [Google Scholar]
- Neu H. C., Fu K. P. Cefaclor: in vitro spectrum of activity and beta-lactamase stability. Antimicrob Agents Chemother. 1978 Apr;13(4):584–588. doi: 10.1128/aac.13.4.584. [DOI] [PMC free article] [PubMed] [Google Scholar]
- Neu H. C., Fu K. P. Cefatrizine activity compared with that of other cephalosporins. Antimicrob Agents Chemother. 1979 Feb;15(2):209–212. doi: 10.1128/aac.15.2.209. [DOI] [PMC free article] [PubMed] [Google Scholar]
- Noguchi H., Matsuhashi M., Mitsuhashi S. Comparative studies of penicillin-binding proteins in Pseudomonas aeruginosa and Escherichia coli. Eur J Biochem. 1979 Oct;100(1):41–49. doi: 10.1111/j.1432-1033.1979.tb02031.x. [DOI] [PubMed] [Google Scholar]
- O'Callaghan C. H., Sykes R. B., Griffiths A., Thornton J. E. Cefuroxime, a new cephalosporin antibiotic: activity in vitro. Antimicrob Agents Chemother. 1976 Mar;9(3):511–519. doi: 10.1128/aac.9.3.511. [DOI] [PMC free article] [PubMed] [Google Scholar]
- PERRET C. J. Iodometric assay of penicillinase. Nature. 1954 Nov 27;174(4439):1012–1013. doi: 10.1038/1741012a0. [DOI] [PubMed] [Google Scholar]
- Piddock L. J., Wise R. Properties of the penicillin-binding proteins of four species of the genus Bacteroides. Antimicrob Agents Chemother. 1986 May;29(5):825–832. doi: 10.1128/aac.29.5.825. [DOI] [PMC free article] [PubMed] [Google Scholar]
- Richmond M. H., Sykes R. B. The beta-lactamases of gram-negative bacteria and their possible physiological role. Adv Microb Physiol. 1973;9:31–88. doi: 10.1016/s0065-2911(08)60376-8. [DOI] [PubMed] [Google Scholar]
- Roholt K., Nielsen B., Kristensen Pharmacokinetic studies with mecillinam and pivmecillinam. Chemotherapy. 1975;21(3-4):146–166. doi: 10.1159/000221856. [DOI] [PubMed] [Google Scholar]
- Saino Y., Inoue M., Mitsuhashi S. Purification and properties of an inducible cephalosporinase from Pseudomonas maltophilia GN12873. Antimicrob Agents Chemother. 1984 Mar;25(3):362–365. doi: 10.1128/aac.25.3.362. [DOI] [PMC free article] [PubMed] [Google Scholar]
- Spratt B. G. Properties of the penicillin-binding proteins of Escherichia coli K12,. Eur J Biochem. 1977 Jan;72(2):341–352. doi: 10.1111/j.1432-1033.1977.tb11258.x. [DOI] [PubMed] [Google Scholar]
- Waley S. G. A spectrophotometric assay of beta-lactamase action on penicillins. Biochem J. 1974 Jun;139(3):789–790. doi: 10.1042/bj1390789. [DOI] [PMC free article] [PubMed] [Google Scholar]
- Zak O., Vischer W. A., Schenk C., Tosch W., Zimmermann W., Regös J., Suter E. R., Kradolfer F., Gelzer J. CGP 9000: a new orally active, broad-spectrum cephalosporin. J Antibiot (Tokyo) 1976 Jun;29(6):653–655. doi: 10.7164/antibiotics.29.653. [DOI] [PubMed] [Google Scholar]
- von Daehne W., Godtfredsen W. O., Roholt K., Tybring L. Pivampicillin, a new orally active ampicillin ester. Antimicrob Agents Chemother (Bethesda) 1970;10:431–437. [PubMed] [Google Scholar]