Semisynthetic Penicillin

doi:https://doi.org/10.1080/00021369.1966.10858712

Article10.1080/00021369.1966.10858712

Semisynthetic Penicillin

Teiichirô Ito,Tadao Ishii-1966-10-01-Agricultural and Biological Chemistry

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TL;DRAbstract

The structure-activity in α-alkylthio-cinnamyl penicillins was studied. These penicillins were prepared by condensing 6-aminopenicillanic acid with α-alkylthio-cinnamic acids. α-Methylthxo-cinnamyl penicillin and its substituted analogues were highly inhibitory to Staphylococcus aureus 209P and some of them were also effective in vitro against benzyl-penicillin-resistant Staphylococcus. trans-α-Methylthio-2-bromo-cinnamyl penicillin, which showed a good in vitro activity, was resistant to penicillinase and was stable in acidic aqueous solution.

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The structure-activity in α-alkylthio-cinnamyl penicillins was studied. These penicillins were prepared by condensing 6-aminopenicillanic acid with α-alkylthio-cinnamic acids. α-Methylthxo-cinnamyl penicillin and its substituted analogues were highly inhibitory to Staphylococcus aureus 209P and some of them were also effective in vitro against benzyl-penicillin-resistant Staphylococcus. trans-α-Methylthio-2-bromo-cinnamyl penicillin, which showed a good in vitro activity, was resistant to penicillinase and was stable in acidic aqueous solution.

Keywords

ChemistryPenicillinCinnamic acidStaphylococcus aureusIn vitroPenicillin resistanceMicrobiologyAntibiotics

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