Synthesis and antibacterial activities of new carbapenems having a proline reverse amide moiety at the C-2 position.
The synthesis of new 1 beta-methylcarbapenems (1a-l) having a proline reverse amide moiety at the C-2 position and their in vitro antibacterial activities are described. The compounds were evaluated by the Mueller-Hinton agar dilution method and compared with meropenem as control. Aliphatic amides (1a-h) are found to show greater antibacterial activity than aromatic amides (1i-l). Moreover, C-2 free amino compound (1m) reveals greater activity than any other amide compounds (1a-l).
Hwang
S H
SH
Medicinal Chemistry Research Center, Korea Institute of Science and Technology, Seoul, Korea.
Shin
K J
KJ
Kang
Y K
YK
Kim
D J
DJ
Kim
D C
DC
Yoo
K H
KH
Park
S W
SW
Lee
K J
KJ
D000890:Anti-Infective Agents / Q000737:chemistry; D015780:Carbapenems / Q000138:chemical synthesis* / Q000494:pharmacology; D009682:Magnetic Resonance Spectroscopy; D013058:Mass Spectrometry; D015394:Molecular Structure; D011392:Proline / Q000031:analogs & derivatives / Q000737:chemistry*
D000890:Anti-Infective Agents; D015780:Carbapenems; D011392:Proline