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Synthesis and Antibacterial Activity of 1β‐Methylcarbapenems Having a 2, 2‐disubstituted‐1, 3‐Diazabicyclo[3.3.0]octan‐4‐one Moiety and Related Compounds. Part III
Author(s) -
Oh ChangHyun,
Dong HyunGu,
Cho HanWon,
Park Sung Jin,
Hong Joon Hee,
Baek Daejin,
Cho JungHyuck
Publication year - 2002
Publication title -
archiv der pharmazie
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.468
H-Index - 61
eISSN - 1521-4184
pISSN - 0365-6233
DOI - 10.1002/1521-4184(200205)335:5<200::aid-ardp200>3.0.co;2-x
Subject(s) - moiety , chemistry , nonane , bicyclic molecule , antibacterial activity , hydroxymethyl , stereochemistry , substituent , ring (chemistry) , bacteria , organic chemistry , genetics , biology
The synthesis of new series of 1β‐methylcarbapenems having a 2, 2‐disubstituted‐1, 3‐diazabicyclo[3.3.0]octan‐ and ‐[4.3.0]nonan‐4‐one moiety is described.Their in vitro antibacterial activities against both Gram‐positive and Gram‐negative bacteria were tested and the effect of the substituent of the bicyclic ring was investigated. A particular compound ( 16 f ) bearing a hydroxymethyl group showed the most potent antibacterial activity and the compound ( 17 a ) with a 1, 3‐diazabicyclo[4.3.0]nonane moiety exhibited excellent stability against renal dehydropeptidase‐I (DHP‐I) to Meropenem.