Synthesis and antibacterial activity of 2alpha-functionalized 1beta-methylcarbapenems related to KR-21012.
The 2alpha-functionalized 1beta-methylcarbapenems 3 were synthesized from the 2-formyl 1beta-methylcarbapenem intermediate 5. The best compound in the series of 2alpha-(hydroxy)alkylcarbapenems, KR-21012, displayed well balanced in vitro and in vivo activity as a parent compound of oral carbapenem.
Kwak
H J
HJ
Korea Research Institute of Chemical Technology, Yusung, Taejon, South Korea.
Pyun
D K
DK
Kim
J H
JH
Kim
E J
EJ
Jeong
H J
HJ
Kim
B J
BJ
Lee
C H
CH
D000818:Animals; D000900:Anti-Bacterial Agents / Q000737:chemistry* / Q000493:pharmacokinetics* / Q000627:therapeutic use; D001419:Bacteria / Q000187:drug effects; D015780:Carbapenems / Q000737:chemistry* / Q000493:pharmacokinetics* / Q000627:therapeutic use; D004355:Drug Stability; D004927:Escherichia coli Infections / Q000188:drug therapy; D006090:Gram-Negative Bacteria / Q000187:drug effects; D006094:Gram-Positive Bacteria / Q000187:drug effects; D051379:Mice; D008813:Mice, Inbred ICR; D008826:Microbial Sensitivity Tests; D013290:Streptococcal Infections / Q000188:drug therapy; D013329:Structure-Activity Relationship; D015996:Survival Rate
D000900:Anti-Bacterial Agents; D015780:Carbapenems; C407724:KR 21012