Stereoselective synthesis and anti-inflammatory activities of 6- and 7-membered dioxacycloalkanes.
A class of 5-trifluoroacetylamino-1,3-dioxacycloalkanes, 5-benzoylamino-1,3-dioxacycloalkanes, and 5-amino-1,3-dioxacycloalkane compounds were stereoselectively synthesized as potential anti-inflammatory drug candidates. The anti-inflammatory activities of these compounds were tested using the xylene-induced mouse ear edema model, from which multiple compounds possessing anti-inflammatory properties which surpass aspirin were identified; these compounds were then compared to establish structure-activity relationships.
Gu
Keli
K
College of Pharmaceutical Sciences, Capital University of Medical Sciences, Beijing, PR China.
Bi
Lanrong
L
Zhao
Ming
M
Wang
Chao
C
Dolan
Cheryl
C
Kao
Michael C
MC
Tok
Jeffrey B-H
JB
Peng
Shiqi
S
D000818:Animals; D000894:Anti-Inflammatory Agents, Non-Steroidal / Q000138:chemical synthesis* / Q000494:pharmacology / Q000627:therapeutic use*; D001241:Aspirin / Q000494:pharmacology; D003516:Cycloparaffins / Q000138:chemical synthesis* / Q000494:pharmacology / Q000627:therapeutic use; D004427:Ear Diseases / Q000139:chemically induced / Q000188:drug therapy; D004487:Edema / Q000139:chemically induced / Q000188:drug therapy; D051379:Mice; D013237:Stereoisomerism; D013329:Structure-Activity Relationship; D014992:Xylenes
D000894:Anti-Inflammatory Agents, Non-Steroidal; D003516:Cycloparaffins; D014992:Xylenes; D001241:Aspirin