Synthesis and biological evaluation of novel D-2'-azido-2',3'-dideoxyarabinofuranosyl-4'-thiopyrimidines and purines

  • Bioorg Med Chem Lett. 2002 Sep 2;12(17):2403-6. doi: 10.1016/s0960-894x(02)00394-3.
Hea Ok Kim  1 ,  Yong Hee Park ,  Hyung Ryong Moon ,  Lak Shin Jeong
Affiliations
  • 1. Division of Chemistry and Molecular Engineering, Seoul National University, Seoul 151-742, Republic of Korea.
PMID: 12161143 DOI: 10.1016/s0960-894x(02)00394-3
Abstract

Novel D-2'-azido-2',3'-dideoxyarabinofuranosyl-4'-thiopyrimidines and purines have been synthesized, starting from L-xylose via azidation at the 2'-position as a key step. Most of the final nucleosides exhibited toxicity-dependent anti-HIV-1 activity, among which D-alpha-adenine analogue was found to be the most cytotoxic.