Stereoselective synthesis and anti-inflammatory activities of 6- and 7-membered dioxacycloalkanes.

Abstract

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.

• Authors: Keli Gu, Lanrong Bi, Ming Zhao, Chao Wang, Cheryl Dolan, Michael C Kao, Jeffrey B-H Tok, Shiqi Peng
• Journal: Bioorganic & medicinal chemistry (Bioorg Med Chem) Vol. 14 Issue 5 Pg. 1339-47 (Mar 01 2006) ISSN: 0968-0896 [Print] England
• PMID: 16263290 (Publication Type: Comparative Study, Journal Article, Research Support, Non-U.S. Gov't)

Chemical References

• Anti-Inflammatory Agents, Non-Steroidal
• Cycloparaffins
• Xylenes
• Aspirin

Topics

• Animals
• Anti-Inflammatory Agents, Non-Steroidal (chemical synthesis, pharmacology, therapeutic use)
• Aspirin (pharmacology)
• Cycloparaffins (chemical synthesis, pharmacology, therapeutic use)
• Ear Diseases (chemically induced, drug therapy)
• Edema (chemically induced, drug therapy)
• Mice
• Stereoisomerism
• Structure-Activity Relationship
• Xylenes