SYNTHESIS OF OCTENIDINE HEXAFLUOROSILICATE AS NEW POTENTIAL CARIES PREVENTIVE AND ANTIBACTERIAL AGENT

Authors

  • V. O. Gelmboldt Odesa National Medical University
  • V. Yu. Anisimov Odesa National Medical University
  • I. O. Shyshkin Odesa National Medical University

DOI:

https://doi.org/10.11603/2312-0967.2017.3.7870

Keywords:

caries preventive agents, octenidine hexafluorosilicate, synthesis, spectral data.

Abstract

The aim of the work. The synthesis of octenidine hexafluorosilicate as potential caries preventive and antibacterial agent.

Materials and Methods. The starting materials, octenidine dihydrochloride and hexafluorosilicic acid, are commercial sources. The IR-absorption spectra were recorded on a spectrophotometer Spectrum BX II FT-IR System (Perkin-Elmer), FAB mass spectra – on a spectrometer VG 7070 (VG Analytіcal), 1H and 19F NMR spectra – on a Varian Gemini-400 spectrometer. Thermogravimetric analysis was performed on a Q-1500 D derivatograph of  F. Paulik – J. Paulik – L. Erdey’s system.

Results  and  Discussion. The novel octenidine hexafluorosilicate monohydrate was synthesized via ionic exchange reaction between octenidine dihydrochloride in methanol solution and hexafluorosilicic acid. The composition and ionic structure of synthesized compound were confirmed by IR-, 1H, 19F NMR spectroscopy, mass-spectrometry. The thermolysis of complex is accompanied by processes of dehydration and destruction with further oxidation of cation fragments.

Conclusions. Octenidine hexafluorosilicate monohydrate, a new derivative of octenidine, was synthesized as potential caries preventive and antibacterial agent.

 

Author Biographies

V. O. Gelmboldt, Odesa National Medical University

DS, Professor, Chief of Pharmaceutical Chemistry Department in Odesa National Medical University

V. Yu. Anisimov, Odesa National Medical University

PhD, Associated professor of Pharmaceutical Chemistry Department in Odesa National Medical University, Dean of Pharmaceutical faculty

I. O. Shyshkin, Odesa National Medical University

laboratory assistant of Department of Pharmaceutical Chemistry in Odesa National Medical University

References

Ten Cate JM. Contemporary perspective on the use of fluoride products in caries prevention. Brit Dental J. 2013;214:161-167.

Suge T, Kawasaki A, Ishikawa K, Matsuo T, Ebisu K. Ammonium hexafluorosilicate elicits calcium phosphate precipitation and shows continuous dentin tubule occlusion. Dent Mater. 2008;24:192-198.

Hosoya Y, Tadokore K, Otani H, Hidaka K, Inoue T, Miyazaki M, et al. Effect of ammonium hexafluorosilicate application for arresting caries treatment on demineralized primary tooth enamel. J Oral Science. 2013;55:115-121.

Savas S, Kucukyılmaz E, Celik EU, Ates M. Effects of different antibacterial agents on enamel in a biofilm caries model. J Oral Science. 2015;57:367-372.

Gelmboldt VO, Ganin EdV, Botoshansky MM, Anisimov VYu, Prodan OV, Kravtsov VCh et al. Preparation, structure and properties of pyridinium/bipyridinium hexafluorosilicates. J Fluorine Chem. 2014;160:57-63.

Gelmboldt VO, Anisimov VYu, Prodan OV. Hexafluorosilicates with antibacterial active guanidine containing cations. News of Pharmacy. 2014;3(79):42-45.

Gelmboldt VO, Anisimov VYu, Prodan OV. Synthesis and characterization of cetylpyridinium hexafluorosilicate as new potential caries protecting agent. Am J PharmTech Res. 2014;4:513-521.

Lepskiy VV, Anisimov VYu, Prodan OV, Gelmboldt VO. [Experimental evaluation of caries preventive efficiency “onium” hexafluorosilicates]. Visnyk stomatolohio. 2015;2:10-13. Ukrainian.

Anisimov VYu, Levitsky AP, Gelmboldt VO. [Caries-preventive efficacy and safety of different doses of cetylpyridinium hexafluorosilicate]. Оdеskyi medychnyi zhurnal. 2016;2(154):12-16. Ukrainian.

Eley BM. Antibacterial agents in the control of supragingival plaque – a review. Brit Dent J. 1999;186:286-296.

Assadian O. Octenidine dihydrochloride: chemical characteristics and antimicrobial properties. J of Wound Care. 2016;25:3-6.

Klimova VA. Main micromethods of analysis of organic compounds. [Основные микрометоды анализа органических соединений] Moscow: Khimiya, 1975. Russian.

Myshlyaeva LV, Krasnoshchekov VV. Analytical chemistry of silicon. [Аналитическая химия кремния] Moscow: Nauka, 1972. Russian.

Pretsch E, Bühlmann P, Badertscher M. Structure Determination of Organic Compounds. Tables of Spectral Data. Berlin: Springer, 2009.

Nakamoto K. Infrared and Raman Spectra of Inorganic and Coordination compounds. New York: Wiley, 1986.

Downloads

Additional Files

Published

2017-10-04

How to Cite

Gelmboldt, V. O., Anisimov, V. Y., & Shyshkin, I. O. (2017). SYNTHESIS OF OCTENIDINE HEXAFLUOROSILICATE AS NEW POTENTIAL CARIES PREVENTIVE AND ANTIBACTERIAL AGENT. Pharmaceutical Review Farmacevtičnij časopis, (3), 13–16. https://doi.org/10.11603/2312-0967.2017.3.7870

Issue

No. 3 (2017)

Section

Synthesis of biologically active compounds

License

The authors who publish their materials in this journal agree with the following terms:

  • Authors reserve the right to authorship of their work and assign to the journal the right to first publish this work under the terms of the Creative Commons Attribution License, which allows other persons to freely distribute the published work with a mandatory reference to the authors of original work and the first publication of work in this journal Результат пошуку зображень за запитом "CC-BY logo".
  • Authors have the right to make independent extra-exclusive work agreements in the form they are published by this journal (for example, posting work in an electronic repository of an institution or publishing as part of a monograph), provided that the link to the first publication of the work in this journal is maintained.

Journal policy allows and encourages publication of manuscripts on the Internet (for example, in institutions repositories or on personal websites), both before the publication of this manuscript and during its editorial review, as it contributes to productive scientific discussion and positively affects the efficiency and dynamics of the citation of the published work (see The Effect of Open Access).