title: C5-Modified nucleosides exhibiting anticancer activity.
abstract: We describe (i) a simple method for the synthesis of C5-modified nucleosides from 5-iodo-2'-deoxyuridine and (ii) their activity against six types of human cancer cell lines (HCT15, MM231, NCI-H23, NUGC-3, PC-3, ACHN). We generated nitrile oxides in situ from oximes using a commercial bleaching agent; their cycloadditions with 5-ethynyl-2'-deoxyuridine yielded isoxazole derivatives possessing activity against the cancer cell lines. We synthesized several azides from benzylic bromides and their click reactions with 5-ethynyl-2'-deoxyuridine provided triazole derivatives.
authors: Department of Chemistry, BK School of Molecular Science, Pohang University of Science and Technology, Pohang 790-784, Republic of Korea.
authors: Yoon-Suk
authors: YS
authors: Lee
authors: Sun Min
authors: SM
authors: Park
authors: Hwan Mook
authors: HM
authors: Kim
authors: Song-Kyu
authors: SK
authors: Park
authors: Kiho
authors: K
authors: Lee
authors: Chang Woo
authors: CW
authors: Lee
authors: Byeang Hyean
authors: BH
authors: Kim
mesh_terms: D000970:Antineoplastic Agents / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology; D045744:Cell Line, Tumor; D003857:Deoxyuridine / Q000031:analogs & derivatives* / Q000737:chemistry; D004354:Drug Screening Assays, Antitumor; D006801:Humans; D007555:Isoxazoles / Q000737:chemistry; D009705:Nucleosides / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology
chemical_list: D000970:Antineoplastic Agents; D007555:Isoxazoles; D009705:Nucleosides; C031086:5-ethynyl-2'-deoxyuridine; D003857:Deoxyuridine