SYNTHESIS AND BIOLOGICAL PROPERTIES OF 1β-METHYL-CARBAPENEMS WITH N-METHYLPYRROLIDINYLTHIO GROUP AT C-2 POSITION

MAKOTO SUNAGAWA; HARUKI MATSUMURA; TAKAAKI INOUE; HIROSHI YAMAGA; MASATOMO FUKASAWA

doi:10.7164/antibiotics.45.971

The Journal of Antibiotics

Online ISSN : 1881-1469
Print ISSN : 0021-8820
ISSN-L : 0021-8820

SYNTHESIS AND BIOLOGICAL PROPERTIES OF 1β-METHYL-CARBAPENEMS WITH N-METHYLPYRROLIDINYLTHIO GROUP AT C-2 POSITION

MAKOTO SUNAGAWA, HARUKI MATSUMURA, TAKAAKI INOUE, HIROSHI YAMAGA, MASATOMO FUKASAWA

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1992 Volume 45 Issue 6 Pages 971-976

DOI https://doi.org/10.7164/antibiotics.45.971

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Abstract

A series of 1β-methylcarbapenem compounds, which have a 5'-substituted-N-methylpyrrolidin-3'-ylthio group as a C-2 side chain, have been prepared and their biological properties were investigated. Substitution with a methyl group on the nitrogen atom in the C-2 side chain effectively enhanced stability to renal dehydropeptidase-I as well as introduction of methylene spacer between the aminocarbonyl group and the pyrrolidine ring of the 5'-aminocarbonylpyrrolidin-3'-ylthio group.

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