Synthesis of Cucurbitacin Intercalated Hydrotalcite-like Compound Nanohybrids via Delamination-coassembling Method†

doi:10.7503/cjcu20140159

Abstract

Abstract:

A nanohybrid of cucurbitacin(CA), a charge-neutral and poorly water-soluble drug, intercalated hydrotalcite-like compounds(HTlc) was synthesized via a delamination-coassembling method. CA molecules were initially incorporated into the micelles of sodium cholate(Ch), and the resulting negatively charged CA-loaded micelles and the positively charged delaminated HTlc nanosheets were then coassembled together into the CA-Ch-HTlc nanohybrid. The so-obtained nanohybrid was characterized by small angle X-ray scattering, Fourier transform infrared, transmission and scanning electron microscopy, zeta potential and elemental analyses. The results showed that the loading of CA in the nanohybrid was 7.06%, indicating that this route could be used to achieve the effective intercalation of charge-neutral and poorly water-soluble drugs into the HTlc gallery. Based on the sizes of Ch and CA, and the gallery heights of the nanohybrid, a possible orientation of Ch anions and CA molecules in the HTlc gallery was proposed. The Ch anions are arranged as a slightly tilted bilayer with their long axis approximately perpendicular to the brucite-like layer, and the CA molecules are encapsulated in the bilayer as a consequence of the hydrophobic interactions. The in vitro release of CA from the nanohybrid was examined, and the results showed that the nanohybrid had a good drug controlled release performance and its drug release process obeyed pseudo-second order kinetics model.

Key words: Hydrotalcite-like compound, Cucurbitacin, Delamination-coassembling method, Nanohybrid, Release

CLC Number:

O648

TrendMD:

WANG Shuang, WU Xiaowen, LI Haiping, ZHANG Renjie, HOU Wanguo. Synthesis of Cucurbitacin Intercalated Hydrotalcite-like Compound Nanohybrids via Delamination-coassembling Method^†[J]. Chem. J. Chinese Universities, 2014, 35(9): 1982.

Figures/Tables 7

Fig.1 Molecular structures of cucurbitacin B(A) and cucurbitacin E(B)

Fig.2 SAXS patterns of Zn2Al-NO3 HTlc(a), cucurbitacin(b), Ch-HTlc(c) and CA-Ch-HTlc(d)

Fig.3 Schematic illustration of CA-Ch-HTlc nanohybrid structure

Fig.4 FTIR spectra of HTlc(a), sodium cholate(b),Ch-HTlc(c), CA-Ch-HTlc(d) and cucurbitacin(e)

Fig.5 TEM(A, C) and SEM(B, D) images of HTlc(A, B) and CA-Ch-HTlc nanohybrid(C, D) Inset in image (A) is TEM image of delaminated HTlc nanosheets.

Fig.6 Release profiles of cucurbitacin from the physical mixture of Ch-HTlc and cucurbitacin(a) and CA-Ch-HTlc nanohybrids(b) (37 ℃, pH=7.4)

Fig.7 Pseudo-second order kinetics plots of cucurbitacin release from CA-Ch-HTlc nanohybrids

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