Synthesis and In vivo anti-inflammatory activity of long-chain 2-amino-alcohols.
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).
Magrioti
Victoria
V
.Chemical Laboratories, Agricultural University of Athens, Iera Odos 75, 118 55 Athens, Greece.
Hadjipavlou-Litina
Dimitra
D
Constantinou-Kokotou
Violetta
V
D000605:Amino Alcohols / Q000138:chemical synthesis* / Q000494:pharmacology*; D000818:Animals; D000894:Anti-Inflammatory Agents, Non-Steroidal / Q000138:chemical synthesis* / Q000494:pharmacology*; D002351:Carrageenan; D004487:Edema / Q000139:chemically induced / Q000517:prevention & control; D005260:Female; D007202:Indicators and Reagents; D010084:Oxidation-Reduction; D010147:Pain Measurement / Q000187:drug effects; D051381:Rats; D011916:Rats, Inbred F344
D000605:Amino Alcohols; D000894:Anti-Inflammatory Agents, Non-Steroidal; D007202:Indicators and Reagents; D002351:Carrageenan