One-Pot Synthesis of Coumarin-Indomethacin Hybrids as COX-2 Targeting Probes for Cancer Imaging.
Sirawit Wet-OsotThitima PewklangKantapat ChansaenpakNuannoi ChudapongseRung-Yi LaiAnyanee KamkaewPublished in: ChemMedChem (2021)
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.
Keyphrases
- living cells
- fluorescent probe
- quantum dots
- induced apoptosis
- cancer therapy
- oxidative stress
- high resolution
- magnetic resonance imaging
- single molecule
- fluorescence imaging
- squamous cell carcinoma
- signaling pathway
- radiation therapy
- computed tomography
- cell proliferation
- ultrasound guided
- binding protein
- radiation induced
- young adults
- sensitive detection
- nucleic acid
- contrast enhanced ultrasound