Section 40
Chapter 39,229

Studies on monocyclic beta-lactam antibiotics. V. Synthesis and antibacterial activity of 3-[2- (2-aminothiazol-4-yl) - (Z) -2- (O-substituted oxyimino) -acetamido]-1- (1H-tetrazol-5-yl) -2-azetidinones having various functional groups at C-4 position of beta-lactam

Yoshida, C.; Tanaka, K.; Hattori, R.; Fukuoka, Y.; Komatsu, M.; Kishimoto, S.; Saikawa, I.

Journal of Antibiotics 39(2): 215-229


ISSN/ISBN: 0021-8820
PMID: 3957783
Accession: 039228968

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The synthesis and the relationship between in vitro and in vivo activities of 6-[(R)-2-[3-(3,4-dihydroxybenzoyl)-3-R1-1-ureido]-2- phenylacetamido]penicillanic acids having C2 approximately 8 alkyl or substituted alkyl groups as the substituents (R1) are described. In this series, 6-[(R)-2-[3-(3,4-dihydroxybenzoyl)-3-(3-hydroxypropyl)-1-ureido] -2-phenylacetamido]penicillanic acid (1b, AO-1100) showed the most potent protective effect on mice in experimental Pseudomonas aeruginosa infections, although it did not have the strongest in vitro activity among the penicillins we synthesized.

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