co-condensation synthesis of salicylaldimine calcium complex containing mesoporous silica nanoparticles as carriers for drug release

Abstract

A series of functional mesoporous silica nanoparticles(MSNs) was synthesized by a one-step simple synthesis approach involving co-condensation of tetraethoxysilane(TEOS) and salicylaldimine ligand(Sal-Si) in the presence of cetyltrimethylammonium chloride(CTAC) under basic conditions. The target MSNs with different sizes (50, 100 and 200 nm, respectively) were obtained. Furthermore, the Ca²⁺ cations were also introduced into MSNs. The prepared nanoparticles were characterized by means of infrared(IR) spectra, thermogravimetric analysis(TGA), inductively coupled plasma(ICP), CHN elemental analysis, nitrogen adsorption-desorption, scanning electron microscope( SEM) and transmission electron microscope(TEM). Ibuprofen(IBU) which contains carboxyl groups was selected as a model drug. The results of drug loading and release reveal that the loading capacities and release behaviors of the model drug are highly dependent on the Ca²⁺ cations in MSNs. The release of IBU from the MSNs functionalized by Ca²⁺ cations is found to be effectively controlled when compared to the release from the MSNs without the functionalization of Ca²⁺ cations, which is due to the ionic interaction between carboxyl groups in IBU and Ca²⁺ cations in MSNs.

Keywords

Mesoporous silica nanoparticle / co-Condensation method / Release of ibuprofen / Calcium ion

References

[1] Ruiz-Hitzky E, Darder M, Aranda P, Ariga K. Adv. Mater., 2010, 22: 323.

[2] De M, Ghosh P S, Rotello V M. Adv. Mater., 2008, 20: 4225.

[3] Son S J, Bai X, Lee S B. Drug Discovery Today, 2007, 12: 650.

[4] Vallet-Regi M, Colilla M, Gonzalez B. Chem. Soc. Rev., 2011, 40: 596.

[5] Arcos D, Lopez-Noriega A, Ruiz-Hernandez E, Terasaki O. Vallet-Regi M., 2009, 21: 1000.

[6] de Cock L J, de Koker S, de Geest B G, Grooten J, Vervaet C, Remon J P, Sukhorukov G B, Antipina M N. Angew. Chem. Int. Ed., 2010, 49: 6954.

[7] Li Z Z, Wen L X, Shao L, Chen J F J. J. Controlled Release, 2004, 98: 245.

[8] Rosler A, Vandermeulen G W M, Klok H A. Adv. Drug Deliv. Rev., 2001, 53: 95.

[9] Lin C X, Qiao S Z, Yu C Z, Ismadji S, Lu G Q. Microporous Mesoporous Mater., 2009, 117: 213.

[10] Begu S, Pouessel A A, Lerner D A, Tourne-Peteilh C, Devoisselle J M. J., Controlled Release, 2007, 118: 1.

[11] Bernardos A, Aznar E, Coll C, Martinez-Manez R, Barat M J, Dolores Marcos M, Sancenon F, Benito A, Soto J. J. Controlled Release, 2008, 131: 181.

[12] Bikram M, Gobin A M, Whitmire R E, West J L. J. Controlled Release, 2007, 123: 219.

[13] Doadrio A L, Sousa E M B, Doadrio J C, Pariente J P, Izquierdo-Barba I, Vallet-Regi M. J. Controlled Release, 2004, 97: 125.

[14] Ginebra M P, Traykova T, Planell J A. J. Controlled Release, 2006, 113: 102.

[15] Liu Z, Sun X, Nakayama-Ratchford N, Dai H. Acs Nano, 2007, 1: 50.

[16] Hilder T A, Hill J M. Small, 2009, 5: 300.

[17] Son S J, Bai X, Nan A, Ghandehari H, Lee S B. J. Controlled Release, 2006, 114: 143.

[18] Kapoor M P, Vinu A, Fujii W, Kimura T, Yang Q H, Kasama Y, Yanagi M, Juneja L R. Microporous Mesoporous Mater., 2010, 128: 187.

[19] Yan E Y, Fu Y L, Wang X, Ding Y, Qian H Q, Wang C H, Hu Y, Jiang X Q. J. Mater. Chem., 2011, 21: 3147.

[20] Song S W, Hidajat K, Kawi S. Langmuir, 2005, 21: 9568.

[21] Fang X S, Zhai T Y, Gautam U K, Li L, Wu L M, Bando Y, Golberg D. Progress in Materials Science, 2011, 56: 175.

[22] He Q J, Shi J L. J. Mater. Chem., 2011, 21: 5845.

[23] Slowing I I, Vivero-Escoto J L, Wu C W, Lin V S Y. Adv. Drug Deliv. Rev., 2008, 60: 1278.

[24] Zhang Y, Zhi Z, Jiang T, Zhang J, Wang Z, Wang S. J. Controlled Release, 2010, 145: 257.

[25] Horcajada P, Serre C, Maurin G, Ramsahye N A, Balas F, Vallet-Regi M, Sebban M, Taulelle F, Ferey G J Am. Chem. Soc., 2008, 130: 6774.

[26] Xia W, Chang J. J. Controlled Release, 2006, 110: 522.

[27] Tang Q, Xu Y, Wu D, Sun Y, Wang J, Xu J, Deng F. J. Controlled Release, 2006, 114: 41.

[28] Chen K L, Zhao Y H, Yuan X Y. Chem. Res. Chinese Universities, 2014, 30(2): 339.

[29] Coll C, Mondragon L, Martinez-Manez R, Sancenon F, Marcos M D, Soto J, Amoros P, Perez-Paya E. Angew. Chem. Int. Ed., 2011, 50: 2138.

[30] Bernardos A, Mondragon L, Aznar E, Marcos M D, Martinez-Manez R, Sancenon F, Soto J, Barat J M, Perez-Paya E, Guillem C, Amoros P. Acs Nano, 2010, 4: 6353.

[31] Climent E, Martinez-Manez R, Sancenon F, Marcos M D, Soto J, Maquieira A, Amoros P. Angew. Chem. Int. Ed., 2010, 49: 7281.

[32] Lopez-Noriega A, Arcos D, Vallet-Regi M. Chem. Eur. J., 2010, 16: 10879.

[33] Nieto A, Colilla M, Balas F, Vallet-Regi M. Langmuir, 2010, 26: 5038.

[34] Kaluderovic G N, Perez-Quintanilla D, Sierra I, Prashar S, del Hierro I, Zizak Z, Juranic Z D, Fajardo M, Gomez-Ruiz S. J. Mater. Chem., 2010, 20: 806.

[35] Schmidt H T, Gray B L, Wingert P A, Ostafin A E. Chem. Mater., 2004, 16: 4942.

[36] Manzano M, Vallet-Regi M. J. Mater. Chem., 2010, 20: 5593.

[37] Jain S K, Awasthi A M, Jain N K, Agrawal G P. J. Controlled Release, 2005, 107: 300.

[38] Li H, Chang J. J. Controlled Release, 2005, 107: 463.

[39] Biondi M, Ungaro F, Quaglia F, Netti P A. Adv. Drug Deliv. Rev., 2008, 60: 229.

[40] Katz E, Willner I. Angew. Chem. Int. Ed., 2004, 43: 6042.

[41] Wang S B. Microporous Mesoporous Mater., 2009, 117: 1.

[42] Shylesh S, Wagner A, Seifert A, Ernst S, Thiel W R. Chem. Eur. J., 2009, 15: 7052.

[43] Ray S, Mapolie S F, Darkwa J. J. Mol. Catal. A: Chem., 2007, 267: 143.

[44] Gupta K C, Sutar A K. Coord. Chem. Rev., 2008, 252: 1420.

[45] Bhadbhade M M, Srinivas D. Inorg. Chem., 1993, 32: 5458.

[46] Li X, Zhang L X, Dong X P, Liang J, Shi J L. Microporous Mesoporous Mater., 2007, 102: 151.

[47] Ruiz-Hitzky E, Darder M, Aranda P, Ariga K. Adv. Mater., 2010, 22: 323.