Original article                                                                                         

UDC: 615.355

doi:10.5633/amm.2012.0402

 

 

CORRELATION BETWEEN ANGIOTENSIN-CONVERTING ENZYME INHIBITORS LIPOPHILICITY AND PROTEIN BINDING DATA

 

          Jadranka Odović¹ and Jasna Trbojević-Stanković²

 

                       University of Belgrade, Faculty of Pharmacy, Department of Analytical Chemistry, Belgrade, Serbia¹

                       Clinical Center "Dr Dragiša Mišović", Department of Hemodialysis, Clinic of Urology, Belgrade, Serbia²

 

Angiotensin-converting enzyme (ACE) inhibitors represent a significant group of drugs primarily used in the treatment of hypertension and congestive heart failure. In this research, seven ACE inhibitors (enalapril, quinapril, fosinopril, lisinopril, cilazapril, ramipril, benazepril) were studied to evaluate the relationship between their protein binding and calculated (logP values) or ultra-high performance liquid chromatography-tandem mass spectrometry (UHPLC-MS) and reversed-phase thin-layer chromatography (RP-TLC) lipophilicity data (j₀, CHI or C₀ parameters, respectively). Their protein binding data varied from negligible (lisinopril) to 99% (fosinopril), while calculated logP_KOWWIN values ranged from -0.94 (lisinopril) to 6.61 (fosinopril). The good correlations were established between protein binding values and logP_KOWWIN data (R²=0.7520) as well as between protein binding and chromatographic hydrophobicity data, j₀, CHI or C₀ parameters (R² were 0.6160, 0.6242 and 0.6547, respectively). The possible application of hydrophobicity data in drugs protein binding evaluation can be of great importance in drug bioavailability. Acta Medica Medianae 2012;51(4):13-18.

 

      Key words: angiotensin-converting enzyme inhibitors (ACE inhibitors), protein binding,

lipophilicity