Synthesis, Biologic Effects, and Biochemical Properties of Some 2’-Azido- and 2’-Amino-2’-Deoxyarabinofuranosyl Pyrimidines and Purines
- 1 January 1980
- book chapter
- Published by Springer Nature
- Vol. 74, 78-83
- https://doi.org/10.1007/978-3-642-81488-4_11
Abstract
Various 2’-azido- and 2’-aminoarabinofuranosyl purine and pyrimidine nucleosides have been synthesized. Among these, the derivatives of cytosine and of adenine inhibit the growth of some tumor cell lines in vitro and in vivo. 2’-Azidoarabinofuranosyl cytosine also interferes with the replication of herpes simplex virus types I and II. Whereas 2’-azidoara-C is resistant to deamination by a partially purified CdR deaminase from KB cells, the adenine derivatives are substrates for aminohydrolases partially purified from calf and mouse intestines. Both azido- and aminoara-C are phosphorylated by partially purified CdR kinases from leukemia L1210 and from human AML blast cells. The accumulated data encourage exploration of the clinical utility of the more potent of these analogues.Keywords
This publication has 8 references indexed in Scilit:
- 2′-Azido-2′-deoxy- and 2′-amino-2′-deoxy-β-d-arabino-furanosyl purine nucleosidesCarbohydrate Research, 1979
- Azido- und diazido-derivate von arabinonukleosidenTetrahedron Letters, 1979
- Nucleic acid related compounds. 28. 2′-amino-araA [9-(2-amino-2-deoxy-β-Tetrahedron Letters, 1978
- Novel arabinofuranosyl derivatives of cytosine resistant to enzymic deamination and possessing potent antitumor activityJournal of Medicinal Chemistry, 1978
- Facile conversion of adenosine into new 2′-substituted-2′-deoxy-arabinofuranosyladenine derivatives: Stereospecific syntheses of 2′-azido-2′-deoxy-,2′-amino-2′- deoxy-, and 2′-mercapto-2′-deoxy-β-d-arabinofuranosyladeninesTetrahedron Letters, 1978
- The synthesis of anomeric 3--acetyl-5--benzoyl-2-azido-2-deoxy--arabinofuranosyl chlorides. Versatile sugar intermediates for the synthesis of 2′-azido-2′-deoxy- and 2′-amino-2′-deoxy-β--arabinofuranosyl nucleosides.Tetrahedron Letters, 1978
- Synthesis and antitumor activity of 1,2-dihydro-1-(2-deoxy-.beta.-D-erythro-pentofuranosyl)-2-oxo-5-methylpyrazine 4-oxide, a structural analog of thymidineJournal of Medicinal Chemistry, 1977
- Antiviral Action and Cellular Toxicity of Four Thymidine Analogues: 5-Ethyl-, 5-Vinyl-, 5-Propyl-, and 5-Allyl-2′-DeoxyuridineAntimicrobial Agents and Chemotherapy, 1976