Controlled Release of Benzocaine from Monomer and Copolymer Carriers in Synthetic Gastro-intestinal Media
Abstract
New dosage forms able to control drug release in the gastro-intestinal media have been prepared and investigated in this paper. Two different type of medicinal agent bonding (MA), in our case Benzocaine (Bz), were chosen in order to examine drug release.
i) MA attached to ethylenic monomer (m,p-vinylbenzaldehyde), condensation reaction.
ii) The copolymer carrier (Cp) is obtained by copolymerizing this monomer.
These two carriers were well characterized by microanalysis, FTIR, DSC (Tg) and GPC (Ip) and the two fraction α and β were calculated from elemental analyses of Cp. The results showed good polydispersity and low average molecular weight. MA linked to an organic product by the azomethine function (C=N), hydrolytically sensitive, allowed controlled release of Bz, from the monomer carrier and from the bending Schiff bases groups. Theoretical and experimental analyses of controlled release of Bz kinetics from monomer and copolymer carriers were conducted for the case of contact with synthetic gastro-intestinal fluids at various pH (1,2; 6,0 and 8,0) at 37°C.
The process was found to be controlled by the nature of media (heterogeneous), which involved the preliminary hydrolysis, and the drug (Bz) diffusing out of structure of copolymer (Cp) to the external aqueous media.
The results obtained on the rate of delivery showed a clear difference between pH = 1,2 and pH = 6,0 and 8,0 based on:
i) The cation of p-aminoniumbenzoic acid (PABAH+) release at pH = 1,2
ii) Bz release at pH = 6,0 and 8,0
Full Text:
PDFReferences
- K. Heilman, Therapeutic Systems-Rate-Controlled Drug Delivery, Concept and Development, Thieme Strallon, New York, 1984.
- J. Feijen, Controlled Drug Delivery Based on the Use of Synthetic Polymers, XIV Meeting of Frenel Polymer Group, Rown, Nov., 1984.
- B. Z. Weiner, A. Zilkha, J. Med. Chem., 1973, 16, 573.
- B. Z. Weiner, A. Zilkha, G. Porath and Y. Grunfeld, Eur. J. Med. Chem., 1976, 11, 525.
- B. Z. Weiner, A. Havron and A. Zilkha, Israel J. Chem., 1974, 12, 863.
- S. Zalipsky, C.Gilon, and A. Zilkha, European. Polym. J., 1983, 19, 1177.
- H. Merine, Z. Bengharez, L. Belarbi, A. Mesli , Journal de la Société Chimique de Tunisie,2006, 8, 259.
- N.Chafi, A.Benghalem, A.Mesli, European polym. J., 2003, 1063.
- Z. Bengharez, H. Sehil, H. Merine, N. Chafi, Journal de la Société Chimique de Tunisie,2011, 13, 107.
- H. Sehil, Z. Bengharez, Z. ElBahri, H. Merine, K. Guemra, Mediterr.J.Chem., 2011, 1(3), 125-134.
- K. Diaf, Z. ElBahri, Z. Bengharez, N. Chafi, A. Mesli, Mediterr.J.Chem., 2011, 1(4), 154-162.
- S. Davaran, J. Hanaee, A. Klosravi, J. of Controlled Release, 1999, 58, 279.
- A.A. Moulay, N. Chafi, L.Belarbi, Z. Bengharez, A.Mesli, J. Mater. Environ. Sci., 2013, 4(3), 474.
- S. Chirani, N. Chafi, A. Mesli, Int. J. Chem. Sci., 2013, 11(2), 689.
- I. Katime, R. Novoa, E. Diaz de Apodaca, E. Mendizà bal, J. Puig, Polymer Testing, 1999, 18, 559.
- A. Bichara, J-P. Monthéard, J-L. Taverdet, Eur. polym. J.,1998, 34(9), 1283.
- I. Abdelmalek, A. Mesli, M. Bendahmane, N. Chafi, G. Simonneaux, J. Mater. Environ. Sci., 2014, 5(1), 49.
- M. A. Luciano Pinto, Leonardo Fernandes Fraceto Maria Helena A. Santana, Thelma A. Perthinhez, Sergio Oyama, Junior, Eneidade Paulaa, Journal of Pharmaceutical and Biomedical Analysis, 2005, 39, 956.
- P. Ferruti, Pharmac. Res. Commun., 1975, 7, 1.
- J. P. Monthéard, J. M. Vergnaud, M. Kolli, Polymer. Bull., 1990, 23, 331.
- S. Tehranchian, T. Akbarzadeh, M. R. Fezili, H. Jamalifar, Bioorg. Med. Chem. Lett., 2005, 15, 23.
- K. C. Fylaktakdiou, D. J. Hajipavlon-Litina, K. E. Litinas, Curr, pharm. Des., 2004, 10,
- Y. Mederbel-Bouzaghti, A. Mesli, J. P. Montheard, J. Soc. Alger. Chem., 2006, 8, 259.
- M. Dehar, Y. Mederbel-Bouzaghti, F. Benachenhou, R. Kaid Slimane, G. Gosselin, Journal de la Société Chimique de Tunisie, 2010, 12, 21.
- G. Vôlgyi, R. Ruiz, K. Box, J. Cover, E. Bosch, K. Tabacs- Novak, Analytica Chimica Acta, 2007, 583, p. 418.
- A. Albert and E.P. Serjeant “The Determination of Ionization Constantsâ€, 2ed edition, 1971, p-82.
- J. Cranck, The Mathematics of Diffusion, Clarendon Press, Oxford 2nd. Ed., 1975, 85.
- Handbook of Chemistry and Physics, CRC Press, Florida, 60th Ed., 1980.
DOI: http://dx.doi.org/10.13171/mjc.3.2.2014.09.05.10
Refbacks
- There are currently no refbacks.
Copyright (c) 2015 Mediterranean Journal of Chemistry