Synthesis of 4'-C-ethynyl and 4'-C-cyano purine nucleosides from natural nucleosides and their anti-HIV activity.
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.
Kohgo
Satoru
S
Biochemicals Division, Yamasa Corporation, Choshi, Chiba, Japan. kogo@yamasa.com
Yamada
Kohei
K
Kitano
Kenji
K
Sakata
Shinji
S
Hayakawa
Hiroyuki
H
Nameki
Daisuke
D
Kodama
Eiichi
E
Matsuoka
Masao
M
Mitsuya
Hiroaki
H
Ohrui
Hiroshi
H
D019380:Anti-HIV Agents / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology; D003853:Deoxyribonucleosides / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology; D024882:Drug Resistance, Viral; D006147:Guanine / Q000031:analogs & derivatives / Q000138:chemical synthesis / Q000494:pharmacology; D006678:HIV / Q000145:classification / Q000187:drug effects*; D008826:Microbial Sensitivity Tests; D011684:Purine Nucleosides / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology*
D019380:Anti-HIV Agents; D003853:Deoxyribonucleosides; D011684:Purine Nucleosides; D006147:Guanine