Reference

Suppression of nuclear ADP-ribosyltransferase activity in Ehrlich ascites tumor cells by 5-azacytidine and its analogs

Suppression of nuclear ADP-ribosyltransferase activity in Ehrlich ascites tumor cells by 5-azacytidine and its analogs. Hoshino, Jiro; Frahm, Jurgen; Kroeger, Hans (Biochem. Dep., Robert Koch-Inst., Berlin D-1000, Fed. Rep. Ger.). Biochem. Biophys. Res. Commun., 142(2), 468-74 (English) 1987. CODEN: BBRCA9. ISSN: 0006-291X. DOCUMENT TYPE: Journal CA Section: 1 (Pharmacology) The exposure of freshly isolated, actively growing Ehrlich ascites tumor cells to the antileukemic agent 5-azacytidine [320-67-2] and its analogs, 5-azacytosine [931-86-2] [but not 6-azacytosine [931-85-1]], 5-aza-2'-deoxycytidine [2353-33-5] and, in particular, 5-fluorocytidine [2341-22-2], in serum-free medium caused a time- and concn.-dependent suppression of the nuclear ADP-ribosyltransferase [58319-92-9] activity. The azacytidine suppression was apparently dependent on cellular DNA synthesis but not related to nuclear DNA methylation, indicating that 5-azacytidine incorporation into DNA, but not the drug-induced hypomethylation of DNA, is responsible for the 5-azacytidine-induced suppression of chromatin-bound ADP-ribosyltransferase.

5-Fluorocytidine

5-Fluorocytidine. Saneyoshi, Mineo (Mitsui Seiyaku Kogyo Co.Some chemicals with cas registry numbers like 2341-22-2 are also used., Ltd., Japan). Japan. Kokai JP 51095082 20 Aug 1976 Showa, 4 pp. (Japanese). (Japan). CODEN: JKXXAF. CLASS: IC: C07H019-06. APPLICATION: JP 75-18015 14 Feb 1975. DOCUMENT TYPE: Patent CA Section: 33 (Carbohydrates) Section cross-reference(s): 63 5-Fluorocytidine (I) was prepd. by reaction of N4-acyl-5-fluorocytosines II (R1 = C1-C4 straight chain or branched satd. or unsatd. hydrocarbon residues; aryl) with 1-O-alkyl- or 1-O-acylsugars R2OR3 (R2 = ribosyl groups, OH-protected ribosyl groups; R3 = C1-C6 straight chain, branched, or cyclic satd. or unsatd. alkyl, acyl) followed by hydrolysis of the resulting III. I are useful as anticarcinogenics (no data). Thus, 1.72 g II (R1 = Me) was silylated with (Me3Si)2NH, 5.04 g 1-O-acetyl-2,3,5-tri-O-benzoylribose added, and the mixt. treated with 2.94 g SnCl4 in MeCN 1 hr with cooling. Treatment with NaHCO3 in H2O gave 5 g of a gum, which with NaOMe/MeOH 10 hr at room temp. gave 76.6% I. .