Synthesis and antibacterial activities of 4-pyrrolidinylthio carbapenems: containing heteroaromatics as a side chain.
The synthesis of a new series of 2-alkyl-4-pyrrolidinylthio-b-methylcarbapenems containing the substituted heteroaromatic moieties is described. Their in vitro antibacterial activities against both gram-positive and gram-negative bacteria were tested. The effect of substituents on the nitrogen atoms at heteroaromatic rings was investigated. Particular compounds (14 b, 14 c) containing 3-methyl- and 3, 5-dimethylpyrazolethio substituted moiety showed the most potent antibacterial activity.
Cho
Han-Won
HW
Medicinal Chemistry Research Center, Korea Institute of Science and Technology, Seoul, Korea.
Oh
Chang-Hyun
CH
Lee
Ju-Shin
JS
Lee
Soo-Chul
SC
Choi
Jung-Hoon
JH
Cho
Jung-Hyuck
JH
D000900:Anti-Bacterial Agents / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology; D015780:Carbapenems / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology; D004355:Drug Stability; D006090:Gram-Negative Bacteria / Q000187:drug effects; D006094:Gram-Positive Bacteria / Q000187:drug effects; D006841:Hydrocarbons, Aromatic / Q000737:chemistry*; D008826:Microbial Sensitivity Tests; D015394:Molecular Structure; D011759:Pyrrolidines / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology; D013329:Structure-Activity Relationship
D000900:Anti-Bacterial Agents; D015780:Carbapenems; D006841:Hydrocarbons, Aromatic; D011759:Pyrrolidines