HYDROPHOBICITY PARAMETERS OF 2-CHLORO-2'-DEOXYADENOSINE AND SOME RELATED ANALOGS AND RETENTION IN REVERSED-PHASE LIQUID-CHROMATOGRAPHY

Hydrophobicity parameters expressed as the logarithm of the partition coefficient (log P) and ionization constants (pK(a)) for 2-chloro-2'-d eoxyadenosine and some related nucleoside analogues (2-fluoroarabinosy ladenine, 2-chloroadenosine and 5'-chloro-5'-deoxyadenosine) are repor ted. The effects of methanol concentration and the pH of the mobile ph ase on the retention of the studied compounds in a reversed-phase syst em were examined. The relationship between hydrophobicity parameters a nd the retention in the HPLC system was investigated. A fairly good li near correlation was obtained when log k' values (r = 0.960) and/or lo g k(w)(') values (extrapolated from the relationship between log k' an d the percentage of methanol to 100% water) (r = 0.959 and 0.967, resp ectively) were correlated with log P values.