Biopolym. Cell. 2010; 26(6):472-477.
Structure and Function of Biopolymers
Modulation of bisquaternary ammonium agents effect on model biomembranes by complex formation with an organic anion
1Vashchenko O. V., 2Pashynska V. A., 2Kosevich M. V., 1Panikarskaya V. D., 1Lisetski L. N.
  1. Institute for Scintillation Materials, NAS of Ukraine
    60, Lenin Ave., Kharkiv, Ukraine, 61001
  2. B. I. Verkin Institute for Low Temperature Physics and Engineering, NAS of Ukraine
    47, Prospekt Lenina, Kharkiv, Ukraine, 61103


Aim. To study membranotropic activity modulation of bisquaternary ammonium compounds (BQAC) decamethoxinum and aethonium determined by their interaction with dihydroxybenzoic acid (DHB) organic anion. Methods. Differential scanning calorimetry, mass spectrometry. Results. Doping phospholipid membranes with individual BQAC or DHB leads to a considerable decrease in the membrane melting temperature. At the same time, when BQAC and DHB are introduced together, a certain increase in the membrane melting temperature is observed, implying non-additivity of their action and incorporation of their complexes into the membranes. Conclusions. DHB decreases the efficiency of BQAC destabilizing action on the membranes, i. e. DHB is a modulator of their membranotropic activity. A possible molecular mechanism of the modulation consists in the compensation of charges of the BQAC dications by organic DHB anions on the complex formation; parameters of the complex interaction with the membrane structures differ from those of individual ionic compounds.
Keywords: membranotropic agents, phospholipid membranes, bisquaternary ammonium compounds, dihydroxybenzoic acid, activity modulation, differential scanning calorimetry


[1] Vievskij A. N. Cationic surfactants: New perspectives in medicine and biology Tenside, Surfactants, Detergents. 1997; 34(1):18–21.
[2] Pashynskaya V. A., Kosevich M. V., Gomory A., Vashchenko O. V., Lisetski L. N. Mechanistic investigation of the interaction between bisquaternary antimicrobial agents and phospholipids by liquid secondary ion mass spectrometry and differential scanning calorimetry Rapid Commun. Mass Spectrom 2002 16, N 18:1706–1713.
[3] Korzovskaya O. V., Pashinskaya V. A., Kosevich M. V., Lisetski L. N. Interaction of antimicrobial agents decamethoxinum and aethonium with model membranes. Proc. Kharkiv State Univ., Biophys. Bull. 1999; 450(2):35–39.
[4] Pashynska V. A., Kosevich M. V., Van den Heuvel H., Cuyckens F., Claeys M. Study of non-covalent complexes formation between the bisquaternary ammonium antimicrobial agent decamethoxinum and membrane phospholipids by electrospray ionization and collision-induced dissociation mass spectrometry. Proc. Kharkiv State Univ., Biophys. Bull. 2004; 637, N 1–2 (14):123–130.
[5] Pahynska V., Kosevich M., Stepanian S., Adamowicz L. Noncovalent complexes of tetramethylammonium with chlorine anion and 2,5-dihydroxybenzoic acid as models of the interaction of quaternary ammonium biologically active compounds with their molecular targets. A theoretical study J. Mol. Struct.: THEOCHEM 2007 815, N 1–3:55–62.
[6] Korzovskaya O. V., Lisetski L. N., Panikarskaya V. D. UVspectroscopy and structura features of model membranes and liquid-crystalline biomimetic systems. Proc. Kharkiv State Univ., Biophys. Bull. 1998; 422(2):85–89.
[7] Fialkov Yu. Ya., Zhitomirskij A. N., Tarasenko Yu. A. Physical chemistry of non-aqueous solution Leningrad: Khimiya, 1973 376 p.
[8] Solutions of non-electrolytes in liquids Moskva: Nauka, 1989 264 p.