Detail of "5116-24-5"

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Phosphorolysis of (E)-5-(2-bromovinyl)-2'-deoxyuridine (BVDU) and other 5-substituted-2'-deoxyuridines by purified human thymidine phosphorylase and intact blood platelets

Phosphorolysis of (E)-5-(2-bromovinyl)-2'-deoxyuridine (BVDU) and other 5-substituted-2'-deoxyuridines by purified human thymidine phosphorylase and intact blood platelets. Desgranges, C.; Razaka, G.; Rabaud, M.; Bricaud, H.; Balzarini, J. 70-00-8 and 54-42-2 are cas registry numbers. These chemicals are also mentioned in this article.; De Clercq, E. (Unite Cardiol., INSERM, Pessac 33600, Fr.). Biochem. Pharmacol., 32(23), 3583-90 (English) 1983. CODEN: BCPCA6. ISSN: 0006-2952. DOCUMENT TYPE: Journal CA Section: 1 (Pharmacology) Various 5-substituted 2'-deoxyuridines (dUrd), including 5-Et- [15176-29-1], 5-Pr- [27826-74-0], 5-trifluoromethyl- [5116-24-5], 5-hydroxymethyl- [5116-24-5], 5-formyl- [4494-26-2], 5-vinyl- [55520-67-7], (E)-5-(2-chlorovinyl)- [74131-08-1], (E)-5-(2-bromovinyl)- [69304-47-8], 5-fluoro- [50-91-9], 5-chloro- [50-90-8], 5-bromo- [59-14-3], 5-iodo- [54-42-2], 5-cyano- [26639-00-9], 5-thiocyano- [38927-34-3], 5-nitro- [3106-01-2], and 5-amino-dUrd [5536-30-1] were be effective substrates for thymidine phosphorylase [9030-23-3] isolated from human blood platelets. Some dUrd analogs, e.g., the highly potent and selective antiherpes agent (E)-5-(2-bromovinyl)-dUrd, were degraded more rapidly than the natural substances dUrd and thymidine. All dUrd analogs were also readily catabolized by intact human blood platelets. The potent inhibitors of thymidine phosphorylase (6-amino-thymine [15828-63-4] and 6-amino-5-bromouracil [6312-73-8] strongly inhibited the phosphorolysis of (E)-5-(2-bromovinyl)-dUrd by both purified enzyme and intact platelets. .

In vitro and in vivo studies of a promising antileukemic thymidine analog, 5-hydroxymethyl-2'-deoxyuridine

In vitro and in vivo studies of a promising antileukemic thymidine analog, 5-hydroxymethyl-2'-deoxyuridine. Kahilainen, Leila; Bergstrom, Donald; Kangas, Lauri; Vilpo, Juhani A. (Dep. Clin. Chem., Univ. Oulu, Oulu SF-90220, Finland). Biochem. Pharmacol., 35(23), 4211-15 (English) 1986. CODEN: BCPCA6. ISSN: 0006-2952. DOCUMENT TYPE: Journal CA Section: 1 (Pharmacology) The toxicity and metab. of a thymidine analog, 5-hydroxymethyl-2'-deoxyuridine (5HmdUrd) [5116-24-5] were studied with human leukemia cells (HL-60) and with human platelets.Several substances with their cas registry numbers 2056-98-6 and 951-77-9 may be metioned in this study. 5HmdUrd (3 ′ 10-5 M) caused a 50% inhibition in the proliferation of HL-60 cells. The compd. was hydrolyzed to 5-hydroxymethyluracil [4433-40-3] by the enzyme thymidine phosphorylase (EC 2.4.2.4) [9030-23-3] present in leukemia cells; this catabolic product was nontoxic. The catabolism of 5HmdUrd by human platelet thymidine phosphorylase was inhibited by 6-aminothymine [15828-63-4]. The toxicity of 5HmdUrd was effectively reversed by deoxycytidine [951-77-9] and 5HmdUrd increased the incorporation of deoxycytidine into dCTP [2056-98-6] and DNA several fold. The 2 latter phenomena are explicable in terms of a feedback action to ribonucleotide reductase [9040-57-7], resulting in deoxycytidylate [1032-65-1] starvation, which is a known effect of excess thymidine. Preliminary observations indicating that 5HmdUrd is active against mouse leukemia in vivo are also reported. .