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

Research output: Contribution to journalArticle

81 Citations (Scopus)

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

Fingerprint

Cyclodextrins
Complexation
Cells
Molecular modeling
X ray diffraction analysis
Fourier transform infrared spectroscopy
Differential scanning calorimetry
Assays
Solubility
Thermodynamics
zerumbone
Pharmaceutical Preparations
Temperature

Keywords

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

ASJC Scopus subject areas

  • Organic Chemistry
  • Materials Chemistry
  • Polymers and Plastics

Cite this

Characterization of the inclusion complex of zerumbone with hydroxypropyl-β-cyclodextrin. / Eid, Eltayeb E M; Abdul, Ahmad Bustamam; Suliman, Fakhr Eldin O; Sukari, Mohd A.; Rasedee, A.; Fatah, Safa S.

In: Carbohydrate Polymers, Vol. 83, No. 4, 01.02.2011, p. 1707-1714.

Research output: Contribution to journalArticle

Eid, Eltayeb E M ; Abdul, Ahmad Bustamam ; Suliman, Fakhr Eldin O ; Sukari, Mohd A. ; Rasedee, A. ; Fatah, Safa S. / Characterization of the inclusion complex of zerumbone with hydroxypropyl-β-cyclodextrin. In: Carbohydrate Polymers. 2011 ; Vol. 83, No. 4. pp. 1707-1714.
@article{bfdcea405a7e4a408bf117f7b29ae22c,
title = "Characterization of the inclusion complex of zerumbone with hydroxypropyl-β-cyclodextrin",
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.",
keywords = "Cytotoxicity, Hydroxypropyl-β-cycoldextrin, Molecular modeling, PM6, Zerumbone",
author = "Eid, {Eltayeb E M} and Abdul, {Ahmad Bustamam} and Suliman, {Fakhr Eldin O} and Sukari, {Mohd A.} and A. Rasedee and Fatah, {Safa S.}",
year = "2011",
month = "2",
day = "1",
doi = "10.1016/j.carbpol.2010.10.033",
language = "English",
volume = "83",
pages = "1707--1714",
journal = "Carbohydrate Polymers",
issn = "0144-8617",
publisher = "Elsevier Limited",
number = "4",

}

TY - JOUR

T1 - Characterization of the inclusion complex of zerumbone with hydroxypropyl-β-cyclodextrin

AU - Eid, Eltayeb E M

AU - Abdul, Ahmad Bustamam

AU - Suliman, Fakhr Eldin O

AU - Sukari, Mohd A.

AU - Rasedee, A.

AU - Fatah, Safa S.

PY - 2011/2/1

Y1 - 2011/2/1

N2 - 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.

AB - 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.

KW - Cytotoxicity

KW - Hydroxypropyl-β-cycoldextrin

KW - Molecular modeling

KW - PM6

KW - Zerumbone

UR - http://www.scopus.com/inward/record.url?scp=78650523603&partnerID=8YFLogxK

UR - http://www.scopus.com/inward/citedby.url?scp=78650523603&partnerID=8YFLogxK

U2 - 10.1016/j.carbpol.2010.10.033

DO - 10.1016/j.carbpol.2010.10.033

M3 - Article

AN - SCOPUS:78650523603

VL - 83

SP - 1707

EP - 1714

JO - Carbohydrate Polymers

JF - Carbohydrate Polymers

SN - 0144-8617

IS - 4

ER -