Synthesis of 4'-C-ethynyl and 4'-C-cyano purine nucleosides from natural nucleosides and their anti-HIV activity

Satoru Kohgo; Kohei Yamada; Kenji Kitano; Shinji Sakata; Hiroyuki Hayakawa; Daisuke Nameki; Eiichi Kodama; Masao Matsuoka; Hiroaki Mitsuya; Hiroshi Ohrui

doi:10.1081/NCN-120022678

Synthesis of 4'-C-ethynyl and 4'-C-cyano purine nucleosides from natural nucleosides and their anti-HIV activity

Nucleosides Nucleotides Nucleic Acids. 2003 May-Aug;22(5-8):887-9. doi: 10.1081/NCN-120022678.

Authors

Satoru Kohgo¹, Kohei Yamada, Kenji Kitano, Shinji Sakata, Hiroyuki Hayakawa, Daisuke Nameki, Eiichi Kodama, Masao Matsuoka, Hiroaki Mitsuya, Hiroshi Ohrui

Affiliation

¹ Biochemicals Division, Yamasa Corporation, Choshi, Chiba, Japan. [email protected]

PMID: 14565303
DOI: 10.1081/NCN-120022678

Abstract

Purine 2'-deoxynucleosides bearing an ethynyl or a cyano group at C-4' of the sugar moiety were synthesized from the corresponding 2'-deoxynucleosides. These compounds exhibited very potent anti-HIV activity, and remained active against drug resistant HIV strains.

MeSH terms

Anti-HIV Agents / chemical synthesis*
Anti-HIV Agents / chemistry
Anti-HIV Agents / pharmacology
Deoxyribonucleosides / chemical synthesis
Deoxyribonucleosides / chemistry
Deoxyribonucleosides / pharmacology
Drug Resistance, Viral
Guanine / analogs & derivatives
Guanine / chemical synthesis
Guanine / pharmacology
HIV / classification
HIV / drug effects*
Microbial Sensitivity Tests
Purine Nucleosides / chemical synthesis*
Purine Nucleosides / chemistry
Purine Nucleosides / pharmacology*

Substances

Anti-HIV Agents
Deoxyribonucleosides
Purine Nucleosides
Guanine