Abstract
Facile synthesis of 6- or 7-substituted coumarin-indomathacin hybrids (Coum-IDM) has been developed for specific cyclooxygenase-2 (COX-2) binding along with their intrinsic fluorescent properties. A mild and rapid condensation/dehydrative cyclization of 2-hydroxy benzaldehyde with activated indomethacin was carried out in one step under ultrasound irradiation. Coum-IDM4 was found to be the best of this series as it presented significant binding to COX-2 and exhibited higher fluorescent intensity in cancer cells than in normal cells. Therefore, in the light of drug development tools, this new hybrid system could be a potential targeted probe for COX-2-overexpressed inflammation and cancer-cell tracking.
Keywords:
COX-2; cancer targeting; coumarin; cyclooxygenase; indomethacin.
© 2021 Wiley-VCH GmbH.
Publication types
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Research Support, Non-U.S. Gov't
MeSH terms
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Antineoplastic Agents / chemical synthesis
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Antineoplastic Agents / chemistry
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Antineoplastic Agents / pharmacology*
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Cell Survival / drug effects
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Coumarins / chemistry
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Coumarins / pharmacology*
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Cyclooxygenase 2 / metabolism*
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Cyclooxygenase 2 Inhibitors / chemical synthesis
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Cyclooxygenase 2 Inhibitors / chemistry
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Cyclooxygenase 2 Inhibitors / pharmacology*
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Dose-Response Relationship, Drug
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Drug Screening Assays, Antitumor
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Fluorescent Dyes / chemical synthesis
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Fluorescent Dyes / chemistry
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Fluorescent Dyes / pharmacology*
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Humans
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Indomethacin / chemistry
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Indomethacin / pharmacology*
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Molecular Docking Simulation
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Molecular Structure
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Optical Imaging*
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Structure-Activity Relationship
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Tumor Cells, Cultured
Substances
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Antineoplastic Agents
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Coumarins
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Cyclooxygenase 2 Inhibitors
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Fluorescent Dyes
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coumarin
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Cyclooxygenase 2
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Indomethacin