Synthesis and antitumor and antiviral activities of 1-.beta.-D-arabinofuranosyl-2-amino-1,4(2H)-iminopyrimidine, and its derivatives
- 1 May 1979
- journal article
- research article
- Published by American Chemical Society (ACS) in Journal of Medicinal Chemistry
- Vol. 22 (5) , 514-518
- https://doi.org/10.1021/jm00191a011
Abstract
1-.beta.-D-Arabinofuranosyl-2-amino-1,4(2H)-imino-5-fluoropyrimidine (10), 1-.beta.-D-arabinofuranosyl-2-amino-1,4(2H)-imino-5-fluoropyrimidine 3''-phosphate (9) and 1-.beta.-D-arabinofuranosyl-2-amino-1,4(2H)-imino-5-chloropyrimidine (11) were synthesized from 2,2''-anhydro-1-.beta.-D-arabinofuranosyl-5-fluorocytosine (5), 2,2''-anhydro-1-.beta.-D-arabinofuranosyl-5-fluorocytosine 3''-phosphate (4), and 2,2''-anhydro-1-.beta.-D-arabinofuranosyl-5-chlorocytosine (6), respectively. 2,2''-Anhydro-1-.beta.-D-arabinofuranosylcytosine 3''-phosphate (7), 1-.beta.-D-arabinofuranosyl-2-amino-1,4-(2H)-iminopyrimidine (13), 1-.beta.-D-arabinofuranosyl-2-amino-1,3(2H)-iminopyrimidine 3''-phosphate (12) and compounds 4, 5 and 9 showed significant in vitro activity against a number of DNA viruses. Compounds 7 and 12 were effective in vivo against type 1 herpes simplex virus. Compounds 7, 12 and 13 were extremely effective in the treatment of mice bearing leukemia L1210.This publication has 11 references indexed in Scilit:
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