Štúdium lokálnych anestetík: Časť 201*
Stanovenie kritickej micelovej koncentrácie pentakaíniumchloridu pomocou merania UV absorpcie pyrénu v metanolovom prostredí

English version České info

Proces tvorby miciel lokálneho anestetika pentakaínium-chloridu (K 1902) v dvoch rôznych koncentráciách metanolu sa študoval pomocou merania absorbancie pyrénu v roztoku surfaktantu v UV-VIS oblasti spektra. Závislosť absorbancie všetkých hlavných píkov pyrénu od koncentrácie surfaktantu má charakteristický sigmoidálny priebeh. Hodnoty cmc študovaných systémov sa získali fitovaním Sigmoidálnou-Boltzmannovou funkciou. Študoval sa vplyv metanolu na hodnoty kritickej micelovej koncentrácie. Zistilo sa, že kritická micelová koncentrácia stúpa so vzrastajúcou koncentráciou alkoholu v roztoku.

Kľúčové slová:
lokálne anestetikum • pentakaínium-chlorid • kritická micelová koncentrácia • pyrénová absorpcia • Sigmoidálna-Boltzmannova rovnica • metanol

Autoři: Jana Gališinová • Fils Andriamainty • Ivan Malík • Jozef Čižmárik • Ľubica Sichrovská
Působiště autorů: Comenius University in Bratislava, Faculty of Pharmacy Department of Pharmaceutical Chemistry, Bratislava
Vyšlo v časopise: Čes. slov. Farm., 2013; 62, 132-135
Kategorie: Původní práce

Souhrn

Kľúčové slová:
lokálne anestetikum • pentakaínium-chlorid • kritická micelová koncentrácia • pyrénová absorpcia • Sigmoidálna-Boltzmannova rovnica • metanol

Zdroje

1. Basu Ray G., Chakraborty I., Moulik, S. P. Pyrene absorption can be a convenient method for probing critical micellar concentration (cmc) and indexing micellar polarity. J. Coll. Interf. Sci. 2006; 294, 248–254.

2. Tanford C. The Hydrophobic Effect: Formation of Micelles and Biological Membranes. Second ed. New York: Wiley-Interscience Publication 1980.

3. Zakharova L. Y., Gaysin N. K., Gnezdilov O. I., Bashirov F. I., Kashapov R. R., Zhiltsova E. P., Pashirova T. N., Lukashenko S. S. Micellization of alkylated 1.4-diazabicyclo[2.2.2]octane by nuclear magnetic resonance technique using pulsed gradient of static magnetic field. J. Mol. Liq. 2012; 167, 89–93.

4. Nyuta K., Yoshimura T., Esumi K. Surface tension and micellization properties of heterogemini surfactants containing quaternary ammonium salt and sulfobetaine moiety. J. Coll. Interf. Sci. 2006; 301, 267–273.

5. Sajid Ali M., Abdul Rub M., Khan F., Al-Lohedan H. A., Kabir-ud-Din. Interaction of amphiphilic drug amitriptyline hydrochloride with β-cyclodextrin as studied by conductometry, surface tensiometry and viscometry. J. Mol. Liq. 2012; 167, 115–118.

6. Bai G., Lopes A., Bastos M. Thermodynamics of micellization of alkylimidazolium surfactants in aqueous solution. J. Chem. Therm. 2008; 40, 1509–1516.

7. Moulik S. P., Mitra D. Amphiphile self-aggregation: An attempt to reconcile the agreement–disagreement between the enthalpies of micellization determined by the van’t Hoff and Calorimetry methods. J. Coll. Interf. Sci. 2009; 337, 569–578.

8. Šarac B., Bešter-Rogač M. Temperature and salt-induced micellization of dodecyltrimethylammonium chloride in aqueous solution: A thermodynamic study. J. Coll. Interf. Sci. 2009; 338, 216–221.

9. Das D., Ismail K. Aggregation and adsorption properties of sodium dodecyl sulfate in water–acetamide mixtures. J. Coll. Interf. Sci. 2008; 327, 198–203.

10. Javadian S., Gharibi H., Sohrabi B., Bijanzadeh H., Safarpour M. A., Behjatmanesh- Ardakani R. Determination of the physico-chemical parameters and aggregation number of surfactant in micelles in binary alcohol–water mixtures. J. Mol. Liq. 2008; 137, 74–79.

11. Dong B., Zhao X., Zheng L., Zhang J., Li N., Inoue T. Aggregation behavior of long-chain imidazolium ionic liquids in aqueous solution: Micellization and characterization of micelle microenvironment. Colloids and Surfaces A: Physicochem. Eng. Aspects. 2008; 317, 666–672.

12. Aguiar J., Carpena P., Molina-Bolívar J. A., Carnero Ruiz C. J. On the determination of the critical micelle concentration by the pyrene 1:3 ratio method. J. Coll. Interf. Sci. 2003; 258, 116–122.

13. Akhter M. S., Alawi M. S. The effect of organic additives on critical micelle concentration of non-aqueous micellar solutions. Colloids and Surfaces A: Physicochem. Eng. Aspects. 2000; 175, 311–320.

14. Kroflič A., Šarac B., Bešter-Rogač M. Influence of the alkyl chain length, temperature, and added salt on the thermodynamics of micellization: Alkyltrimethylammonium chlorides in NaCl aqueous solutions. J. Chem. Therm. 2011; 43, 1557–1563.

15. Akhter M. S. Effect of solubilization of alcohols on critical micelle concentration of non-aqueous micellar solutions. Colloids and Surfaces A: Physicochem. Eng. Aspects. 1999; 157, 203–210.

16. Høiland H., Ljosland E., Backlund S. Solubilization of alcohols and alkanes in aqueous solution of sodium dodecyl sulfate. J. Coll. Interf. Sci. 1984; 101, 467–471.

17. Zana R. Effect of medium chain-length alcohols on the micelles of tetradecyltrimethylammonium bromide. J. Coll. Interf. Sci. 1984; 101, 587–590.

18. Roux-Desgranges G., Grolier J. P. E., Villamañan M. A., Casanova C. Role of alcohol in microemulsions. III. Volumes and heat capacities in the continuous phase water-n-butanol-toluene of reverse micelles. Fluid Phase Eq. 1986; 25, 209–230.

19. Førland G. M., Sameth J., Høiland H., Mortensen K. The Effect of Medium Chain Length Alcohols on the Micellar Properties of Sodium Dodecyl Sulfate in Sodium Chloride Solutions. J. Coll. Interf. Sci. 1994; 164, 163–167.

20. Beneš L., Borovanský A., Kopáčová L. Alkoxycarbanilic Acid Esters with High Local Anaesthetic Activity. Arzneim. Forsch. 1969; 19, 1902–1903.

21. Khan Z. H., Khanna B. N. Electronic absorption spectra of pyrene and its monopositive ion. J. Chem. Phys. 1973; 59, 3015.

22. Kalyansundaram K., Thomas J. K. Environmental effects on vibronic band intensities in pyrene monomer fluorescence and their application in studies of micellar systems. J. Am. Chem. Soc. 1977; 99, 2039–2044.

23. Čižmárik J., Andriamainty F., Malík I., Sedlárová E. Study of local anesthetics. Part 176. Study of the micellization and thermodynamic parameters of heptacainium chloride in aqueous and alcoholic solutions. Farm. Obzor 2007; 56, 133–137.