SYNTHESIS AND ANTIBACTERIAL ACTIVITY OF CEPHALOSPORINS HAVING A CATECHOL IN THE C3 SIDE CHAIN

• Published in: Journal of antibiotics Vol. 46; no. 5; pp. 833 - 839
• Main Authors: IIMURA, SEIJI, OKITA, TAKAAKI, KAMACHI, HAJIME, HASEGAWA, TOSHIFUMI, IMAE, KIYOTO, KAMEI, HIDEO, MASUYOSHI, SHINJI
• Format: Journal Article
• Language: English
• Published: TOKYO JAPAN ANTIBIOTICS RESEARCH ASSOCIATION 1993; JAPAN ANTIBIOT RES ASSN; Japan Antibiotics Research Association
• Subjects: Antibacterial agents; Antibiotics. Antiinfectious agents. Antiparasitic agents; Biological and medical sciences; Biotechnology & Applied Microbiology; Cephalosporins - chemical synthesis; Cephalosporins - pharmacology; Immunology; Life Sciences & Biomedicine; Medical sciences; Microbial Sensitivity Tests; Microbiology; Pharmacology & Pharmacy; Pharmacology. Drug treatments; Science & Technology; Structure-Activity Relationship; M14659; INVITRO; ANTIPSEUDOMONAL CEPHALOSPORIN; E-0702; Antibiotic; Cephalosporin derivatives; Microorganism growth; Sensitivity resistance; Synthesis; Structure activity relation; Molecular structure; Minimum inhibitory concentration; Microorganism culture; Bacteria; Antibacterial agent; In vitro
• ISSN: 0021-8820; 1881-1469
• DOI: 10.7164/antibiotics.46.833

Cephalosporins having a catechol through a variety of linkages to the C3 position and a different C7 side chain were prepared. Among them, 3-(catechol-4-ylcarbonyloxy)methylcephalosporin (14) and 3-[(E)-3-(catechol-4-ylcarbonyloxy)-l-propen-l-yl]cephalosporin (10) showed excellent activity against Gram-negative activity including ceftazidime-resistant Escherichia coli, Pseudomonas aeruginosa, Xanthomonas maltophilia and Pseudomonas cepacia.