Adsorption and Chemical Transformations of Lidocaine on Fumed Silica Surface

Authors

  • T. V. Kulyk Chuiko Institute of Surface Chemistry of National Academy of Sciences of Ukraine
  • O. O. Dudik Chuiko Institute of Surface Chemistry of National Academy of Sciences of Ukraine
  • B. B. Palyanytsya Chuiko Institute of Surface Chemistry of National Academy of Sciences of Ukraine
  • V. M. Barvinchenko Chuiko Institute of Surface Chemistry of National Academy of Sciences of Ukraine

Abstract

It has been found that the highest adsorption of lidocaine on silica surface is observed at рН~8.1 similar to рКа of lidocaine (рК=7.9), that is in a region of рН optimal for realization of maximum biological effect. The interaction of lidocaine with fumed silica surface has been studied by the temperature-programmed desorption mass spectrometry. Maxima for ions with m/z of 171, 147, 131, 130, 121, 116 on the thermal desorption curves have been observed at the temperature of 220-230°C for the lidocaine sample prepared by the equilibrium adsorption procedure from alkaline medium. That is, under these conditions desorption of lidocaine in molecular form takes place as a result of decomposition of adsorption complex between quaternary ammonium salt of lidocaine and silanol group. The kinetic parameters of decomposition (activation energy, order of reaction, pre-exponential factor) of this adsorption complex on silica surface have been calculated.

References

Альберт А.. Избирательная токсичность. – Москва: Медицина, 1989. – Т. 1. – 400 с.

Машковский М.Д. Лекарственные средства. – Москва: Медицина, 1998. – Ч. 1. – 736 с.

Bagonluri M.T., Woodbury M.R., Reid R.S. et al. Analysis of Lidocaine and its Major Metabolite, Monoethylglycinexylidide, in Elk Velvet Antler by Liquid Chromatography with UV Detection and Confirmation by Electrospray Ionization Tandem Mass Spectrometry // J. Agric. Food Chem. – 2005. – V. 53, N 7. – P. 2386–2391.

Streit F., Niedmann P.D., Shipkova М. et al. Rapid and sensitive liquid chromatography-tandem mass spectrometry method for determination of monoethylglycinexylidide // Clin. Chem. – 2001. – V. 47, N 10. – P.1853–1856.

Fujii T., Kurihara Y. Surface Ionization Organic Mass Spectrometry of Imipramine, Desipramine, Clomipramine, and Lidocaine // Anal. Chem. – 1994. – V. 66, N 11. – P. 1884–1889.

Alimpiev S., Grechnikov A., Sunner J. et al. On the role of defects and surface chemistry for surface-assisted laser desorption ionization from silicon // J. Chem. Phys. – 2008. – V. 128, N 1. – P. 014711–014719.

Кулик Т.В., Барвинченко В.Н., Паляница Б.Б. и др. Исследование взаимодействия коричной кислоты с поверхностью кремнезема методом десорбционной масс-спектрометрии // ЖФХ. – 2007. – V. 81, N 1. – С. 88–95.

Общая органическая химия / Под ред. Д. Бартона, У.Д. Оллиса. – Т. 4. Карбоновые кислоты и их производные. Соединения фосфора / Пер. с англ. / Под ред. О.И. Сазерленда. – Москва: Химия, 1983. – С. 427–430.

McMaster P.D., Noris V.J., Stankard C.E. et al. The Solution Conformation of Lidocaine Analogues // Pharm. Res. – 1991. – V. 8, N 8. – P. 1013–1020.

Waraszkiewicz S.J., Foye W.O. Local Anesthetics. 2-Diethylamino-2’,6’-acylxylidides // J. Med. Chem. – 1976. – V. 19, N 4. – P. 541–544.

Кукушкин М.Л., Хитров Н.К. Общая патология боли. – Москва: Медицина, 2004. – 140 с.

Сборник методических указаний. Измерение концентрации вредных веществ в воздухе рабочей зоны. – Москва: Федеральный центр госсанэпиднадзора Минздрава России. – 2003. – Вып. 38.

Власова Н.Н., Головкова Л.П., Стукалина Н.Г. Адсорбция акридина на поверхности высокодисперсного кремнезема // Химия, физика и технология поверхности. – 2009. – № 15 – C. 93–97.

Spectral Database for Organic Compounds, SDBS / National Institute of Advanced Industrial Science and Technology (AIST) Japan [Electronic resource]. – URL http://riodb01.ibase.aist.go.jp/sdbs/.

Беллами Л. Инфракрасные спектры сложных молекул / Пер.с англ. – Москва: ИЛ, 1963. – 590 с.

Downloads

How to Cite

(1)
Kulyk, T. V.; Dudik, O. O.; Palyanytsya, B. B.; Barvinchenko, V. M. Adsorption and Chemical Transformations of Lidocaine on Fumed Silica Surface. Him. Fiz. Tehnol. Poverhni 2010, 1, 187-193.

Issue

Vol. 1 No. 2 (2010): Chemistry, Physics and Technology of Surface / Himia, Fizika ta Tehnologia Poverhni

Section

Articles

License

  1. Authors retain copyright and grant the journal right of first publication with the work simultaneously licensed under a Creative Commons Attribution License that allows others to share the work with an acknowledgement of the work's authorship and initial publication in this journal.
  2. Authors are able to enter into separate, additional contractual arrangements for the non-exclusive distribution of the journal's published version of the work (e.g., post it to an institutional repository or publish it in a book), with an acknowledgement of its initial publication in this journal.
  3. Authors are permitted and encouraged to post their work online (e.g., in institutional repositories or on their website) prior to and during the submission process, as it can lead to productive exchanges, as well as earlier and greater citation of published work.