Characterization of the inclusion complex of zerumbone with hydroxypropyl-β-cyclodextrin

Eltayeb E M Eid, Ahmad Bustamam Abdul, Fakhr Eldin O Suliman, Mohd A. Sukari, A. Rasedee, Safa S. Fatah

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Abstract

In this paper we investigated the inclusion complexation between zerumbone (ZER) and hydroxylpropyl-β-cyclodextrin (HPβCD) at four different temperatures: 293-318 °K. The thermodynamic parameters (ΔH, ΔS and ΔG) for the formation of the complex were obtained from the van't Hoff equation. The complex with HPβCD was characterized by differential scanning calorimetry (DSC), X-ray diffractometry (XRD), Fourier transform infrared spectroscopy (FT-IR), and molecular modeling using PM6. The solubility of ZER was enhanced >30 fold after complexation. Calculations show that ZER penetrates completely into the cavity of HPβCD. The complex retained its cytotoxic activity as shown by in vitro cell survival assay on human cervical cancer (Hela), breast cancer (MCF7 and MDA-MB 231) and human leukemic (CEMss) cell lines. HPβCD is, therefore, a suitable encapsular capable of forming thermodynamically stable complex with ZER for save delivery of the compound as an anticancer drug in the future.

Original languageEnglish
Pages (from-to)1707-1714
Number of pages8
JournalCarbohydrate Polymers
Volume83
Issue number4
DOIs
Publication statusPublished - Feb 1 2011

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Keywords

  • Cytotoxicity
  • Hydroxypropyl-β-cycoldextrin
  • Molecular modeling
  • PM6
  • Zerumbone

ASJC Scopus subject areas

  • Organic Chemistry
  • Materials Chemistry
  • Polymers and Plastics

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