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A Comparison Of Two Stationary Phases Of Lipophlicity Measurement By RP-HPLC

Posted on:2009-12-24Degree:MasterType:Thesis
Country:ChinaCandidate:M H RenFull Text:PDF
GTID:2144360275471461Subject:Medicinal chemistry
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Object: A set of 11 model solutes and drugs were selected to determine their extrapolated logkw of the retention factor logk by Reversed-Phase High-Performance Liquid Chromatography (RP-HPLC)in two different stationary phases. Compared the correlations of capacity factors logkw and the lipophilicity partition coefficients (logPoct) in two stationary phases. The mechanisms of retention on both stationary phases and the mechanisms of the solutes'partition in octanol/water system were assessed and compared to study the feasibility of rapidly determining lipophilicity by RP-HPLC. Method: XTerra RP 18 stationary phase and YMC-Pack ODS-A stationary phase were applied as the stationary phases to determine 11 solutes'logk and extrapolated to 100% H2O (buffer)logkw and established the Linear regression equation of logkw and logPoct. Used JMP 6.0 to study the mechanisms of retentions of these solutes in both stationary phases by Linear salvation/free-energy relation(LSER).Results XTerra RP 18 Linear regression equation of logkw and logPoct logPoct=0.79(±0.07)logkw+0.71(±0.15) n=11, r2=0.94, F= 139 YMC-Pack ODS-A Linear regression equation of logkw and logPoct logPoct=0.73(±0.10)logkw+0.44(±0.29) n=11, r2=0.85, F=50 XTerra RP 18 Linear regression equation of logkw and structure parameters logkw(XTerra RP 18)=3.49·10-2(±0.38·10-2)Vm -0.41(±0.15)π* -3.61(±0.49)β-0.65(±0.19) n=11, r2=0.97, F=78 YMC-Pack ODS-A Linear regression equation of logkw and structure parameters logkw(YMC-Pack ODS-A)=3.95·10-2(±0.38·10-2)Vm -0.85(±0.15)π* -3.54(±0.49)β+0.37(±0.24)α-0.34(±0.20) n=11, r2=0.98, F=68 Linear regression equation of logPoct and structure parameters logPoct=2.91·10-2 (±0.41·10-2) Vm -0.29(±0.16)π*-3.28(±0.54)β-0.19(±0.21) n=11, r2=0.95, F=43Conclusion: the capacity factors logkw obtained with the XTerra RP 18 phase was more closely related to experimental logPoct values than the logkw obtained with the YMC-Pack ODS-A phase. LSER analyses showed that the retention mechanisms of the two stationary phases are different. Retention mechanisms of the XTerra RP 18 phase and the mechanisms of the solutes'partition in octanol/water system are similar. Accordingly, the polar embedded ligands phase XTerra RP 18 phase is more suitable for the rapidly determining lipophilicity.
Keywords/Search Tags:Lipophlicity, Partition coefficient, Retention factor, Reversed-Phase High-Performance Liquid Chromatography, XTerra RP 18 phase
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