1. Synthesis and biological evaluation of 3-hydroxymethyl-5-(1H-1,2,3-triazol) isoxazolidines
- Author
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Salvatore V. Giofrè, Roberto Romeo, Lorenzo Bandini, Maria A. Chiacchio, Caterina Carnovale, Agata Campisi, and Rosalba Parenti
- Subjects
Stereochemistry ,Clinical Biochemistry ,Pharmaceutical Science ,Antineoplastic Agents ,Apoptosis ,modified nucleosides ,DNA Fragmentation ,Biochemistry ,antitumor agents ,Nitrone ,Structure-Activity Relationship ,chemistry.chemical_compound ,Drug Discovery ,Tumor Cells, Cultured ,Humans ,Hydroxymethyl ,FTC-133 and 8305C cell lines ,Molecular Biology ,Cell Proliferation ,Biological evaluation ,chemistry.chemical_classification ,Dose-Response Relationship, Drug ,Molecular Structure ,Caspase 3 ,Chemistry ,Organic Chemistry ,Isoxazoles ,Triazoles ,Combinatorial chemistry ,Modified nucleosides ,Click-chemistry ,Antitumor agents ,1.3-Dipolar cycloaddition ,Cycloaddition ,1,3-Dipolar cycloaddition ,Click chemistry ,Molecular Medicine ,DNA fragmentation ,Human thyroid ,Drug Screening Assays, Antitumor - Abstract
A synthetic approach towards a series of 3-hydroxymethyl-5-(1 H- 1,2,3-triazol)isoxazolidines has been reported, according to a procedure based on the cycloaddition reaction, under microwave irradiation, of a nitrone with 1-vinyl triazoles, prepared by a click reaction of azides with alkynes. Biological tests show that the synthesized compounds are able to inhibit proliferation of follicular and anaplastic human thyroid cancer cell lines, with IC 50 values ranging from 3.87 to 8.76 μM. The obtained compounds induce caspase-3 activation and DNA fragmentation prevalently in follicular human thyroid cancer cell lines.
- Published
- 2013