SYNTHESIS OF CALIX[4]ARENES WITH FIXED CONFORMATION AS POTENTIAL INHIBITORS OF FIBRIN POLYMERIZATION

Aim. The purpose of the present study was to develop a method for fixation ‘fixed’ conformation estimation impact calix[4]arene structure on efficacy its anticoagulant activity. This achieved by substitution lower rim C-145 analogue. Methods.Calix[4]arene C-145F (compound 6) obtained in 4 steps starting with Duff reaction. Calix[4]arene methylene-bis-phosphonic ester 3 prepared via addition diisopropylphosphite presence metallic sodium parent aldehyde 2. Further included Mitsunobu reaction, that afforded dipropoxycalix[4]arene 5 rather good yields (80%), following hydrolysis step resulted compound 6 almost quantitative yield. Modeling 3D-structure and analogue performed Maestro, Schrodinger software. Results. Using 2D NMR-NOESY spectroscopy, we can observe distinct cross-peak between an aromatic singlet chemical shift 7.72 ppm protons isopropyl group 1.62 ppm, which are moved strong field. Conclusions. easy conus cup will be useful synthesis novel functionally active compounds. We believe further development different calix[4]arenes help scientists obtain bioactive molecules could prospective anti-thrombotic drugs.