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Influence of inclusion complexation with β-cyclodextrin on the photostability of selected imidazoline-derived drugs

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Abstract

In this paper, the influence of inclusion complexation with β-cyclodextrin (β-CD) on the photostability of antazoline, xylometazoline, and naphazoline in aqueous media was investigated. The photodegradation reaction of these drugs molecules was explored using UV–vis spectrophotometery-based kinetic analysis and high performance liquid chromatography (HPLC). Quantitative evaluation of the influence of β-CD was judged based on the observed rate constant (k obs), half-life time (t 0.5) and t 0.1 of the photodegradation reaction and the peak area of the corresponding analyte after photodegradation using HPLC separation. It has been demonstrated that the photostability of these selected imidazoline-based drugs has been enhanced upon forming inclusion complexes with β-CD in aqueous media. Moreover, high consistency regarding the photostability enhancement was obtained using both techniques. Hypothetical structure for 1:1 inclusion complexes was proposed based on molecular mechanics calculations, which in turn provide an insight for the energetically preferential structure of the inclusion complexes. The results obtained demonstrate that β-CD can be utilized as photostabilizer additive for enhancing the photostability of imidazoline-derived drugs molecules.

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Acknowledgement

The financial support from the Graduate College of Scientific Research/Jordan University of Science and Technology is gratefully acknowledged. Also, we extend our appreciation to Al-Hekma Pharmaceuticals Co. and Amman Pharmaceutical Industries Co. for generously providing the drugs molecules used in this study.

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Authors and Affiliations

  1. Department of Chemistry, Faculty of Science, Taibah University, P.O. Box 30002, Al-Madinah Al-Munawarah, Kingdom of Saudi Arabia

    Abdulilah Dawoud Bani-Yaseen

  2. Department of Applied Chemical Sciences, Jordan university of Science and Technology, Irbid, Jordan

    Nathir F. Al-Rawashdeh

  3. Department of Chemistry, Yarmouk University, Irbid, Jordan

    Idrees Al-Momani

Authors
  1. Abdulilah Dawoud Bani-Yaseen
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  2. Nathir F. Al-Rawashdeh
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  3. Idrees Al-Momani
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Correspondence to Abdulilah Dawoud Bani-Yaseen.

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Bani-Yaseen, A.D., Al-Rawashdeh, N.F. & Al-Momani, I. Influence of inclusion complexation with β-cyclodextrin on the photostability of selected imidazoline-derived drugs. J Incl Phenom Macrocycl Chem 63, 109–115 (2009). https://doi.org/10.1007/s10847-008-9493-6

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  • DOI: https://doi.org/10.1007/s10847-008-9493-6

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