Synthesis, in vitro cytotoxicity and in vivo anti-inflammatory activity oflong chain 3-amino-1,2-diols

The synthesis of long chain 3-amino-1,2-diols was carried out based on Shar pless asymmetric epoxidation of long chain allylic alcohols and regioselect ive nucleophilic ring opening by azido group. The in vitro cytotoxicity of the compounds prepared was evaluated against six solid tumor cell lines (A2 780, H322, LL, WiDr, C26-10, UMSCC-22B). Free 3-amino-1,2-diols exhibited I C50 values between 1.45 mu M and 32 mu M. These compound!; also presented i nteresting inhibition of carrageenin-induced paw edema in rats (85.3% 79.6% at a concentration of 0.15 mmol/kg). (C) 1999 Elsevier Science Ltd. All ri ghts reserved.