Synthesis and antibacterial activity of new carbapenems containing isoxazole moiety.
The synthesis and biological activity of a series of new 1beta-methylcarbapenems 1a-g containing 5'-isoxazolopyrrolidin-3'-ylthio derivatives as C-2 side chain are described. Most compounds exhibited potent and well-balanced antibacterial activity as well as high stability to DHP-I comparable to that of meropenem. 1e and 1c showed the best combination of antibacterial activity and stability to DHP-I, respectively.
Kang
Y K
YK
Medicinal Chemistry Research Center, Korea Institute of Science and Technology, Seoul, South Korea.
Shin
K J
KJ
Yoo
K H
KH
Seo
K J
KJ
Hong
C Y
CY
Lee
C S
CS
Park
S Y
SY
Kim
D J
DJ
Park
S W
SW
D000900:Anti-Bacterial Agents / Q000138:chemical synthesis* / Q000494:pharmacology; D015780:Carbapenems / Q000138:chemical synthesis / Q000494:pharmacology; D004150:Dipeptidases / Q000378:metabolism; D006090:Gram-Negative Bacteria / Q000187:drug effects; D006094:Gram-Positive Bacteria / Q000187:drug effects; D007555:Isoxazoles / Q000138:chemical synthesis* / Q000494:pharmacology; D008826:Microbial Sensitivity Tests; D015394:Molecular Structure; D013237:Stereoisomerism
D000900:Anti-Bacterial Agents; D015780:Carbapenems; D007555:Isoxazoles; D004150:Dipeptidases; C038937:dipeptidase