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Preparation and Characterization of New Carrier Drug Polymers Based Maleimide and Its Drug Release Behaviour
Corresponding Author(s) : Mohanad Musa Kareem
Asian Journal of Chemistry,
Vol. 31 No. 3 (2019): Vol 31 Issue 3
Abstract
In this work, two new drug substituted monomers and new homogenous and heterogeneous polymers were synthesized loaded with medicinal properties to extend the controlled drug. The first step includes preparation of compound (F1) via reaction of maleic anhydride with 4-aminobenzoic acid. Then compound (F1) was converted to its corresponding acyl chloride derivative which reacted with amino drugs (sulfadiazine, chlordiazepoxide) afforded (F2 and F3) monomers. Homogeneous polymers (F8 and F9) prepared through polymerization reaction of free radicals of the monomers (F2 and F3) under nitrogen using methyl ethyl ketone peroxide (MEKP) as initiator. Heterogeneous polymers (F14 and F15) prepared through polymerization reaction of free radicals of the monomers (F2 and F3) separately with acrylic acid under nitrogen using methyl ethyl ketone peroxide (MEKP) as initiator. All these prepared monomers and polymers were characterized by FT-IR and 1H NMR, 13C NMR spectroscopies. Controlled drug release and swelling % was studied in different pH values at 37 ºC. Intrinsic viscosities were measured at 25 ºC with Ostwald viscometer and applied the characteristic of solubility for these polymers.
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References
R.M. Ottenbrite and R.L. Dunn, Polymeric Drugs and Drug Delivery Systems ACS Sympoisum Series 469, American Chemical Society, Washington, D.C., p. 3 (1991).
B. Vogelstein and K. Kinzler, Nat. Med., 10, 789 (2004); https://doi.org/10.1038/nm1087.
D.M. Julia and M.D. Abramson, Cancer Center of the University of Pennsylvania, Posting Date: November, p. 5 (2003).
C.J.T. Hoes and K. Feijen, eds.: F.H.D. Roerdink and A.M. Kroon, The Application of Drug Polymer Conjugates in Chemotherapy, In: Drug Carrier System, John Wiley & Sons, New York, pp. 57-109 (1989).
R. Duncan and J. Kopecek, Adv. Polym. Sci., 57, 51 (1984); https://doi.org/10.1007/3-540-12796-8_10.
S.C. Desmedt, J. Demeester and W.E. Hennink, Pharm. Res., 17, 113 (2000); https://doi.org/10.1023/A:1007548826495.
J.M. Thamir, Ph.D. Thesis, Polymer Carriers of Long-Acting Drugs for Chronic Diseases, University of Baghdad, College of Education Ibn Al-Haitham, Baghdad: Iraq (2005).
S.B. Ringsdrof, The Organic Chemistry, Drug Design and Drug Action. Academic Press: New York, p. 149 (1992).
A. DiMarco, Anthracycline Antibiotics, In: Cancer Medicine, Lea and Febiger: Philadephia, edn 2, p. 872 (1982).
S.T. Crooke and W.T. Bradner, Cancer Treat. Rev., 3, 121 (1976); https://doi.org/10.1016/S0305-7372(76)80019-9.
G.R. Stark and P.A. Bartlett, Pharmacol. Ther., 23, 45 (1983); https://doi.org/10.1016/0163-7258(83)90026-8.
W.A. Creasey, Plant Alkaloids, In: A Comprehensive Treatise, Plenum Press: New York, vol. 5, p. 379 (1977).
D.T. Kiang and B.J. Kennedy, Horm. Res., 18, 387 (1962).
R. Neri, Endocrinology, 18, 687 (1972).
K. Lote, T. England, B. Harber and B. Stenwing, J. Neurooncol., 15, 275 (1997).
C.L. Chamberlain and P.A. Karmanike, West. J. Med., 168, 114 (1998).
S. Eckhardt, Chem. J. Gyn. Onc., 2, 312 (2001).
M.A. Firyal, A.N.M. Al-Sharify and K.G. Kadhem, Iraqi National J. Chem., 43, 336 (2011).
S.H. Awad, A.A. Alrazak, F.H. Mohammed and A.M. Hasan, J. Univ. Babylon, Pure Appl. Sci., 26, 148 (2018).
K.A. Obaid, M.M. Kareem, S.A. Aowda and A.K. Raju, Int. J. Chemtech Res., 9, 398 (2016).
J. Chaudhary, S. Purohit and S. Jinger, Int. J. Chem. Appl., 7, 41 (2015).
B.L. Hiran, J. Chadhary, S.N. Paliwal, S. Meena and P.R. Chaudhary, E-J. Chem., 4, 222 (2007); https://doi.org/10.1155/2007/857326.
B.L. Hiran, S. Meena, S.N. Paliwal and J. Choudhary, J. Indian Chem. Soc., 84, 385 (2007).
Z.M.A. Al-Aama and M.N. Al-Baiati, J. Global Pharm. Technol., 12, 50 (2017).
Z.M.A. Al-Aama and M.N. Al-Baiati, J. Pharm. Sci. Res., 10, 723 (2018).
E. Pretsch, P. Buhlmann and M. Baderscher, Structure Determination of Organic Compounds, Springer, edn 4, p. 244 (2009).
D.L. Pavia, G.M. Lampman, G.S. Kris and J.A. Vyvyan, Introduction to Spectrophotometer, Cengage Learning: USA, edn 4, p. 154 (2009).