Biopeptide Hyperbranched Polyether Assembled from Lactic Acid, Glutamic Acid and Polyethylene Glycol Block Chains for Drug Loading

Linya Zhang; Wei Xue; Limin Gu

Macromolecular Research, Vol.27, No.11, 1095-1103, November, 2019

DOI10.1007/s13233-019-7146-9 Export Citation

Biopeptide Hyperbranched Polyether Assembled from Lactic Acid, Glutamic Acid and Polyethylene Glycol Block Chains for Drug Loading

Linya Zhang^†, Wei Xue, and Limin Gu

College of Chemical and Pharmaceutical Engineering, Hebei University of Science and Technology, Shijiazhuang, 050018, P. R. China

E-mail:

A drug loading system based on biopeptide hyperbranched polyether (BHPE) had been prepared. The biopeptide hyperbranched polymer (BHP) was composed of trimellitic anhydride, lactic acid and glutamic acid chains. The BHPE was assembled by the BHP and polyethylene glycol 400 (PEG400). The effects of pH, mass ratio of BHP and PEG400 and reaction time on particle size and distribution were studied. When the pH was 7, the mass ratio of BHP and PEG400 was 1:4 and the reaction time was 1.5 h, the BHPE formed the appropriate hollow vesicle structure which the particle size was smaller and particle size distribution was better. Also the sample of BHPE exhibited the excellent performances on swelling and in vitro degradation. The salicylic acid (SA) was used as drug model and the properties of SA-loaded BHPE system were tested by LPSA, UV-Vis and TEM. The SA-loaded BHPE system possessed obvious core-skin structure, and it demonstrated good in vitro released performance.

Keywords:biopeptide;hyperbranched polyether;drug loading;salicylic acid;prepare;release

[References]

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[2] Alaei HS, Tehrani MS, Husain SW, Panahi HA, Mehramizi A, Polymer, 148, 191 (2018)

[3] Nicolo AD, Agnesod D, Simiele M, Rigano D, Adriani A, Canaparo R, Astegiano M, Rizzetto M, D'Avolio A, J. Pharmaceut. Biomed., 98, 271 (2014)

[4] Xia Y, Wang X, Wang Y, Polym. Chem., 12, 3763 (2014)

[5] Wu X, Li H, Xu B, Tong H, Wang L, Polym. Chem., 15, 4521 (2014)

[6] Wang D, Zhao T, Zhu X, Yan D, Wang W, Chem. Soc. Rev., 44, 4023 (2015)

[7] Medel S, Bosch P, de la Torre C, Ramirez P, Eur. Polym. J., 59, 290 (2014)

[8] Priyanka KG, Mishra AK, Kantheti S, Narayan R, Raju KVSN, J. Appl. Polym. Sci., 126(6), 2024 (2012)

[9] Gao C, Yan D, Prog. Polym. Sci, 29, 183 (2004)

[10] Mitra P, Chakraborty B, Bhattacharyya D, Basu S, J. Phys. Chem. A, 117(7), 1428 (2013)

[11] Zheng Y, Fahrenholtz CD, Hackett CL, Ding S, Day CS, Dhall R, Marrs GS, Gross MD, Singh R, Bierbach U, Chem-Eur. J., 23, 3386 (2017)

[12] Sani MA, Ding F, Kakinen A, Javed I, Separovic F, Davis TP, Mezzenga R, Chem. Soc. Rev., 46, 6492 (2017)

[13] Hajipour MJ, Santoso MR, Rezaee F, Aghaverdi H, Mahmoudi M, Perry G, Trends Biotechnol., 39, 937 (2017)

[14] Verma A, Uzun O, Hu YH, Hu Y, Han HS, Watson N, Chen SL, Irvine DJ, Stellacci F, Nat. Mater., 7(7), 588 (2008)

[15] Chopra D, Gulati M, Saluja V, Pathak P, Bansal P, Recent Pat. CNS Drug Discov., 3, 216 (2008)

[16] Dong W, Zhou Y, Yan D, Li H, Liu Y, Phys. Chem. Chem. Phys., 9, 1255 (2007)

[17] Meng FH, Hiemstra C, Engbers GHM, Feijen J, Macromolecules, 36(9), 3004 (2003)

[18] Patel D, McKinley BD, Davis TP, Porreca F, Yamamura HI, Hruby VJ, Bioconjugate Chem., 8, 434 (1997)

[19] Xia Y, Wang X, Wang Y, Polym. Chem., 5, 3763 (2014)

[20] Goodman CM, McCusker CD, Yilmaz T, Rotello VM, Bioconjugate Chem., 15, 897 (2004)

[21] Pedron S, Peinado C, Bosch P, Benton JA, Anseth KS, J. Biomed. Mater. Res. A, 96, 196 (2011)

[22] Medel S, Bosch P, Grabchev L, Torre MC, Ramirez P, Eur. Polym. J., 74, 241 (2016)

[23] Wang D, Zhao T, Zhu X, Yan D, Wang W, Chem. Soc. Rev., 44, 4023 (2015)

[24] Jin HB, Huang W, Zhu XY, Zhou YF, Yan DY, Chem. Soc. Rev., 41, 5986 (2012)

[25] Zhou YF, Huang W, Liu JY, Zhu XY, Yan DY, Adv. Mater., 22(41), 4567 (2010)

[26] Dong RJ, Zhu BS, Zhou YF, Yan D, Angew. Chem.-Int. Edit., 51, 11633 (2012)

[27] Ji XF, Dong SY, Wei PF, Xia DY, Huang FH, Adv. Mater., 25(40), 5725 (2013)

[28] Yuan L, Chen WL, Li J, Hu JH, Yan JJ, Yang D, J. Polym. Sci. A: Polym. Chem., 50(21), 4579 (2012)

[29] Gou PF, Zhu WP, Shen ZQ, Biomacromolecules, 11(4), 934 (2010)

[30] Venkataraman S, Lee AL, Maune HT, Hedrick JL, Prabhu VM, Yang YY, Macromolecules, 46(12), 4839 (2013)

[31] Surnar B, Jayakannan M, Biomacromolecules, 14(12), 4377 (2013)

[32] Chen DY, Luo ZT, Li NJ, Adv. Funct. Mater., 23, 4324 (2013)

[33] Glavas L, Olsen P, Odelius K, Albertsson AC, Biomacromolecules, 14(11), 4150 (2013)

[34] Velichko YS, Stupp SI, de la Cruz MO, J. Phys. Chem. B, 112(8), 2326 (2008)

[35] Cui HG, Webber MJ, Stupp SI, de la Cruz MO, Biopolymers, 94, 1 (2010)

[36] Stendahl JC, Rao MS, Guler MO, Stupp SI, Adv. Funct. Mater., 16(4), 499 (2006)

[37] Sone ED, Stupp SI, Chem. Mater., 23, 2005 (2011)

[38] Muraoka T, Cui H, Stupp SI, J. Am. Chem. Soc., 130(10), 2946 (2008)

[39] Kim DH, Martin DC, Biomaterials, 27, 3031 (2006)