Potential inhibitors of nucleotide biosynthesis. 2. Halomethyl ketone derivatives of pyrimidine nucleosides
- 1 May 1984
- journal article
- research article
- Published by American Chemical Society (ACS) in Journal of Medicinal Chemistry
- Vol. 27 (5) , 680-684
- https://doi.org/10.1021/jm00371a022
Abstract
Several halomethyl ketone derivatives of pyrimidine nucleosides were prepared for evaluation as cytotoxic agents. The first series are 1-(8-halo-2,5,6,8-tetradeoxy-.beta.-D-erythro-oct-7-ulofuranosyl)thymines (7-9), whereas the 2nd type are halo derivatives of acetophenone (12-14 and 16). These compounds are cytotoxic, and one (13) [N-[4-(bromoacetyl)phenyl]-1,2-dideoxy-1-[3,4-dihydro-5-methyl-2,4-dioxo-1(2H)-pyrimidinyl]-.beta.-D-erythro-1-pentofuranuroamide] showed activity against the P388 leukemia in vivo.This publication has 6 references indexed in Scilit:
- Nucleosides containing chemically reactive groupsJournal of Medicinal Chemistry, 1981
- Potential inhibitors of nucleotide biosynthesis. 1. Nitrosoureidonucleosides. 2Journal of Medicinal Chemistry, 1981
- Diazomethyl ketone derivatives of pyrimidine nucleosidesThe Journal of Organic Chemistry, 1981
- Nucleosides of 2-aza-purines— cytotoxicities and activities as substrates for enzymes metabolizing purine nucleosidesBiochemical Pharmacology, 1976
- STUDIES WITH 2,5-PIPERAZINEDIONE, 3,6-BIS(5-CHLORO-2-PIPERIDYL)-, DIHYDROCHLORIDE .2. EFFECTS ON MACROMOLECULAR-SYNTHESIS IN CELL-CULTURE AND EVIDENCE FOR ALKYLATING ACTIVITY1976
- Analogs of Tetrahydrofolic Acid. XVII.1,2 On the Mode of Binding of the p-Aminobenzoyl Moiety of N-(2-Amino-4-hydroxy-6-methyl-6-pyrimidylpropyl)-p-aminobenzoyl- L-glutamic Acid to Dihydrofolic ReductaseJournal of Medicinal Chemistry, 1965