Bioorganic and Medicinal Chemistry p. 601 - 621 (1997)
Update date:2022-08-02
Topics:
Shinagawa, Hisatoshi
Yamaga, Hiroshi
Houchigai, Hitoshi
Sumita, Yoshihiro
Sunagawa, Makoto
A series of 1β-methylcarbapenems containing variously C-2 substituted thiazol-2-ylthio groups were synthesized, and their in vitro anti-MRSA activity was examined. Among them, 1β-methyl-2-(4-arylthiazol-2-ylthio) carbapenems exhibited superior anti-MRSA activity. Introduction of a cationic moiety in the C-2 side chain not only reduced the binding to HSA but also increased the stability against DHP-I, without affecting the anti-MRSA activity. It was also found that the distance between the cationic moiety and the carbapenem skeleton was related to the strength of HSA binding and the stability against DHP-I.
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