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Semisynthetic beta-lactam antibiotics. I. Synthesis and antibacterial activity of new ureidopenicillin derivatives having catechol moieties

Ohi, N.; Aoki, B.; Shinozaki, T.; Moro, K.; Noto, T.; Nehashi, T.; Okazaki, H.; Matsunaga, I.

Journal of Antibiotics 39(2): 230-241

1986

ISSN/ISBN: 0021-8820
PMID: 3082839
DOI: 10.7164/antibiotics.39.230
Accession: 041328851
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The synthesis and antibacterial activity of new ureidopenicillin derivatives having catechol moieties in the 6-acyl side chain are described. These compounds showed remarkably strong activities against Pseudomonas aeruginosa. Especially, 6-[(R)-2-[3-(3,4-dihydroxybenzoyl)-3-methyl-1-ureido]-2- phenylacetamido]penicillanic acid (7a) had the most potent activity in vitro against Gram-negative bacteria, its activity being 30 approximately 60-fold greater than that of piperacillin against most strains of P. aeruginosa.

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Related References

Ohi, N.; Aoki, B.; Shinozaki, T.; Moro, K.; Noto, T.; Nehashi, T.; Okazaki, H.; Matsunaga, I. 1986: Semisynthetic β-lactam antibiotics. I: Synthesis and antibacterial activity of new ureidopenicillin derivatives having catechol moieties Journal of Antibiotics (Tokyo 1968) 39(2): 230-241
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