151. The Effectsof Anionic, Cationic, and Nonionic Surfactantson Acid–Base Equilibria of ACE Inhibitors.
- Author
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Popović, Marija R., Popović, Gordana V., and Agbaba, Danica D.
- Subjects
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SURFACE active agents , *ACID-base chemistry , *ACE inhibitors , *CAPTOPRIL , *ENALAPRIL , *SODIUM dodecyl sulfate - Abstract
ThepKavalues of ACE inhibitors captopril,cilazapril, enalapril, fosinopril, lisinopril, perindopril, quinapril,ramipril, and zofenopril were determined by potentiometry. Becauseto the presence of single or several ionizable groups (carboxyl, thiol,primary and secondary amino groups) these substances represent acidsand ampholytes. Determinations of pKavalueswere performed at 25 °C and constant ionic strength of 0.1 M(NaCl), in the absence and in the presence of surfactants, anionicsodium dodecyl sulfate (SDS), cationic cetyltrimethyl ammonium bromide(CTAB), and nonionic4-octylphenol polyethoxylate (TX 100). A computer program Hyperquadwas used to derive pKavalues from thedata obtained by potentiometric titrations. The observed shift ofpKavalues from +1.90 to −1.54pKunits demonstrated a significant effect of thesurfactants on ionization of ACE inhibitors. It has been observedthat the carboxyl group was more susceptible to the effect of theabove surfactants than the amino group. Also, among the three surfactantsemployed, SDS expressed the most prominent effect on acid–baseequilibria. On the basis of the shifts of pKavalues in the presence of the applied surfactants differentACE inhibitor–micelle interactions were suggested. [ABSTRACT FROM AUTHOR]
- Published
- 2013
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