Design, synthesis, conformational analysis and biological activities of purine-based 1,2-di-substituted carbocyclic nucleosides

Authors
Teran, C Santana, L Teijeira, M Uriarte, E De Clercq, E
Citation
C. Teran et al., Design, synthesis, conformational analysis and biological activities of purine-based 1,2-di-substituted carbocyclic nucleosides, CHEM PHARM, 48(2), 2000, pp. 293-295
Citations number
17
Categorie Soggetti
Chemistry & Analysis
Journal title
CHEMICAL & PHARMACEUTICAL BULLETIN
ISSN journal
00092363 → ACNP
Volume
48
Issue
2
Year of publication
2000
Pages
293 - 295
Database
ISI
SICI code
0009-2363(200002)48:2<293:DSCAAB>2.0.ZU;2-N
Abstract
New 1,2-di-substituted carbocyclic nucleosides with 6-chloropurine, adenine and hypoxanthine bases were synthesized by construction of purine on the p rimary amino group of (+/-)-trans-2-aminocyclopentylmethanol. AM1 calculati ons showed close correspondence between the positions of the heteroatoms in the adenine derivative and dideoxyadenosine. The most active of the new co mpounds in antiviral assays and antitumoral assays against L1210/0, MOLT4/C 8 and CEM/0 cells was the 6-chloropurine derivative.