Synthesis and inclusion study of a novel γ-cyclodextrin derivative as a potential thermo-sensitive carrier for doxorubicin

Doudou Xu, Lijun Wang (Lead / Corresponding author), Dana Gourevich, Eihab Kabha, Fabian Arditti, Muhammad Athamna, Sandy Cochran, Andreas Melzer, Jallal Muhammad Gnaim

    Research output: Contribution to journalArticle

    1 Citation (Scopus)

    Abstract

    A novel γ-cyclodextrin ( γ-CD) based carrier for molecular encapsulation of cancer chemotherapeutic agent doxorubicin (DOX) was synthesized and fully characterized by various analytical approaches. The γ-CD derivative, with a ß-naphthyl alanine residue attached in its primary face, exhibits potent binding capacity with DOX. The encapsulation efficiency was assessed under various temperatures and pHs and it was demonstrated that the carrier-DOX inclusion complex is highly stable under a wide range of acidic conditions (pH 1.0-7.0); however, the encapsulated drug is slowly released under hyperthermic conditions (up to 50°C). Cell culture studies showed that the complexation of DOX with the carrier protected the drug from being uptaken by the cells and also greatly reduced its toxicity. Thermo-triggered DOX release was validated and the increase in cellular uptake was observed in in-vitro experiments. We concluded that this novel ϒ-CD derivative is able to effectively encapsulate DOX and the inclusion is responsive to temperature change, hence renders it a potential encapsulating agent for DOX delivery in combination with hyperthermia treatments.
    Original languageEnglish
    Pages (from-to)627-635
    Number of pages9
    JournalChemical and Pharmaceutical Bulletin
    Volume62
    Issue number7
    DOIs
    Publication statusPublished - Jul 2014

    Fingerprint

    Cyclodextrins
    Doxorubicin
    Encapsulation
    Derivatives
    Drug Carriers
    Temperature
    Complexation
    Cell culture
    Alanine
    Pharmaceutical Preparations
    Toxicity
    Fever
    Cell Culture Techniques
    Neoplasms

    Keywords

    • y-cyclodextrin
    • pH-stable
    • thermo-triggered
    • Drug Delivery System
    • doxorubicin

    Cite this

    Xu, Doudou ; Wang, Lijun ; Gourevich, Dana ; Kabha, Eihab ; Arditti, Fabian ; Athamna, Muhammad ; Cochran, Sandy ; Melzer, Andreas ; Gnaim, Jallal Muhammad. / Synthesis and inclusion study of a novel γ-cyclodextrin derivative as a potential thermo-sensitive carrier for doxorubicin. In: Chemical and Pharmaceutical Bulletin. 2014 ; Vol. 62, No. 7. pp. 627-635.
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    Synthesis and inclusion study of a novel γ-cyclodextrin derivative as a potential thermo-sensitive carrier for doxorubicin. / Xu, Doudou; Wang, Lijun (Lead / Corresponding author); Gourevich, Dana; Kabha, Eihab; Arditti, Fabian; Athamna, Muhammad; Cochran, Sandy; Melzer, Andreas; Gnaim, Jallal Muhammad.

    In: Chemical and Pharmaceutical Bulletin, Vol. 62, No. 7, 07.2014, p. 627-635.

    Research output: Contribution to journalArticle

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    AU - Xu, Doudou

    AU - Wang, Lijun

    AU - Gourevich, Dana

    AU - Kabha, Eihab

    AU - Arditti, Fabian

    AU - Athamna, Muhammad

    AU - Cochran, Sandy

    AU - Melzer, Andreas

    AU - Gnaim, Jallal Muhammad

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