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  • Title: Synthesis and antibacterial activity of new arylamido derivatives of 6 beta-aminopenicillanic, 7 beta-aminocephalosporanic and 7 beta-aminodesacetoxycephalosporanic acids.
    Author: Kaloyanov N, Stoyanova R.
    Journal: Arzneimittelforschung; 2000 Jul; 50(7):652-5. PubMed ID: 10965424.
    Abstract:
    New semisynthetic penicillins and cephalosporins have been synthesized by acylation of 6 beta-aminopenicillanic, 7 beta-aminocephalosporanic and 7 beta-aminodesacetoxycephalosporanic acids with ortho-substituted aromatic acids, using the method of mixed anhydrides. The chemical structures of the compounds obtained were confirmed by elemental analysis and by IR- and 1H-NMR spectra. Antibacterial activities of the compounds were determined by the macrodilution susceptibility test in brain-heart infusion broth. Test organisms producing beta-lactamases: Bacillus subtilis L2, Bacillus subtilis HB2, Bacillus cereus 30, Bacillus subtilis 6633 ATCC, Bacillus mycoides 924; Staphylococcus aureus 1/45 "Oxford" as Gram-positive bacteria, and Escherichia coli 111, Escherichia coli K12/F-¿lac-/, Escherichia coli K12/F-¿lambda-/, Escherichia coli K12/F-¿lambda-¿lac+/ as Gram-negative bacteria. In general, the derivatives of 6 beta-aminopenicillanic acid were more active than 7 beta-aminocephalosporanic and 7 beta-aminodesacetoxycephalosporanic acid derivatives. Among all the compounds synthesized 6 beta-[4'-(dimethylamino)-azobenzene-2-amido]penicillanic acid and 6 beta-(N-phenylanthranilamido)penicillanic acid showed the best activity and were with the broadest spectrum of action.
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