Synthesis and biological evaluation of conformationally restricted and nucleobase-modified analogs of the anticancer compound 3'-C-ethynylcytidine (ECyd).
A series of conformationally restricted and nucleobase-modified analogs of the anticancer compound 3'-C-ethynylcytidine (ECyd) and its uracil analog (EUrd) have been synthesized. While none of the conformationally restricted analogs displayed anticancer activity, 5-iodo-EUrd and 5-bromo-EUrd displayed potent anticancer activity with IC50 values of 35 nM and 0. 73 microM.
Hrdlicka
Patrick J
PJ
Nucleic Acid Center, Department of Chemistry, University of Southern Denmark, Odense M DK-5230, Denmark. pjh@chem.sdu.dk
Jepsen
Jan S
JS
Wengel
Jesper
J
D000963:Antimetabolites / Q000494:pharmacology; D000970:Antineoplastic Agents / Q000494:pharmacology*; D045744:Cell Line, Tumor; D002626:Chemistry, Pharmaceutical / Q000379:methods; D003562:Cytidine / Q000031:analogs & derivatives* / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology; D015195:Drug Design; D004354:Drug Screening Assays, Antitumor; D006801:Humans; D020128:Inhibitory Concentration 50; D008956:Models, Chemical; D009369:Neoplasms / Q000188:drug therapy*; D009690:Nucleic Acid Conformation; D014498:Uracil / Q000737:chemistry; D014529:Uridine / Q000737:chemistry
C103084:1-(3-C-ethynylribopentofuranosyl)cytosine; D000963:Antimetabolites; D000970:Antineoplastic Agents; D014498:Uracil; D003562:Cytidine; D014529:Uridine