Synthesis and In vivo anti-inflammatory activity of long-chain 2-amino-alcohols.

Abstract

The synthesis of optically pure long-chain 2-amino-alcohols and 1-O-dodecyl-2-deoxy-2-amino-sn-glycerol was carried out starting from L- or D-Boc-Ser(OBn)-ol by oxidation and consecutive Wittig reaction or etherification reaction. 2-Amino-oleyl alcohol was synthesized by reduction of the corresponding 2-amino-oleic acid. All the long chain amino-alcohols presented interesting inhibition of carrageenin-induced paw edema in rats (ED(50) from 0.017 to 0.010 mmol/kg).

• Authors: Victoria Magrioti, Dimitra Hadjipavlou-Litina, Violetta Constantinou-Kokotou
• Journal: Bioorganic & medicinal chemistry letters (Bioorg Med Chem Lett) Vol. 13 Issue 3 Pg. 375-7 (Feb 10 2003) ISSN: 0960-894X [Print] England
• PMID: 12565932 (Publication Type: Journal Article, Research Support, Non-U.S. Gov't)

Chemical References

• Amino Alcohols
• Anti-Inflammatory Agents, Non-Steroidal
• Indicators and Reagents
• Carrageenan

Topics

• Amino Alcohols (chemical synthesis, pharmacology)
• Animals
• Anti-Inflammatory Agents, Non-Steroidal (chemical synthesis, pharmacology)
• Carrageenan
• Edema (chemically induced, prevention & control)
• Female
• Indicators and Reagents
• Oxidation-Reduction
• Pain Measurement (drug effects)
• Rats
• Rats, Inbred F344