Design and Synthesis of PEG Curcumin Monomer for the Comb-Like Polymer Prodrug

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Abstract:

Curcumin is a kind of compound with various biological activities. However, curcumin suffers from low aqueous solubility, instability and poor bioavailability in vivo, which restrained it from clinical application. In this paper, novel water soluble curcumin prodrug monomer was synthesized by reacting curcumin with methacryloyl polyethylene glycol (MA-PEG), and succinic anhydride. IR, MS and 1H NMR spectroscopy were carried out to verify the products. We studied and modified the reaction conditions. The drug load rate of the monomer was 26.9%, which was 2-4-fold than previous report, and the solubility of it could be increased to 1.17g/L, which was about 150 times higher than previous report. The monomer is used to prepare comb-like polymer prodrugs.

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Advanced Materials Research (Volumes 415-417)

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1821-1824

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December 2011

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© 2012 Trans Tech Publications Ltd. All Rights Reserved

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[1] B.B. Aggarwal, Y.H Surh and S. Shishodia: The molecular targets and therapeutics of curcumin in health and disease. Springer publishers (2007)

Google Scholar

[2] A.S. Strimpakos and R.A. Sharma: Antioxid Redox Signal Vol. 10 (2008), P. 511

Google Scholar

[3] B.B. Aggarwal and K.B. Harikumar: Int J Biochem Cell Biol Vol. 41 (2009), P. 40

Google Scholar

[4] A. Safavy, K.P. Raisch, S. Mantena, L.L. Sanford, S.W. Sham, N.R. Krishna and J.A. Bonner: J. Med. Chem. Vol. 50 (2007), P. 6284

DOI: 10.1021/jm700988f

Google Scholar

[5] G. Bar-Sela, R. Epelbaum and M. Schaffer: Curr. Med. Chem. Vol. 17 (2010), P. 190

Google Scholar

[6] R.A. Sharma, S.A. Euden, S.L. Platton, D.N. Cooke, A. Shafayat, H.R. Hewitt: Clin Cancer Res Vol. 10 (2004), P. 6847

Google Scholar

[7] F.S. Jiang, X.L. Xu, B. Jin, N.P. Chen and Z.S. Ding: Chin. Pharm. J.Vol . 44 (2009), P. 1492 (in Chinese)

Google Scholar

[8] F.X. Li, X. Li and B. Li: Chinese J. Synth. Chem. Vol. 19 (2011), P. 15 (in Chinese)

Google Scholar

[9] J. Li, Y. Wang, C. Yang, P. Wang, D.K. Oelschlager, Y. Zheng, D.A. Tian, W.E. Grizzle, D.J. Buchsbaum and M. Wan: Mol. Pharmacol. Vol.76 (2009), P. 81

DOI: 10.1124/mol.109.054551

Google Scholar

[10] C.Y. Kim, N. Bordenave, M.G. Ferruzzi, A. Safavy and K-H Kim: J. Agric. Food Chem. Vol. 59 (2011), P. 1012

Google Scholar

[11] B.T. Kurien, A. Singh, H. Matsumoto and R.H. Scofield: ASSAY Drug Dev. Techn. Vol. 5 (2007), P. 567

Google Scholar