142187-88-0Relevant articles and documents
Synthesis of nucleosides and related compounds. XXXI. Resolution of 9-[c- 4, t-5-bis(hydroxymethyl)cyclopent-2-en-r-1-yl]-9H-adenine [(±)-BCA] by means of high-pressure-mediated deamination with adenosine deaminase
Katagiri,Shiraishi,Toyota,Sato,Kaneko,Aikawa
, p. 1027 - 1029 (1993)
Deamination of an anti-human immunodeficiency virus (anti-HIV) carbocyclic adenine nucleoside, 9-[c-4,t-5-bis(hydroxymethyl)cyclopent-2-en-r-1-yl]-9H- adenine (BCA) by adenosine deaminase under a variety of pressures (1 bar- 6kbar) was investigated. It was found that, while (+)-BCA was practically unaffected, the deamination of (-)-BCA was remarkably enhanced under 4 kbar to give the corresponding (-)-hypoxanthine derivative [(-)-BCH)] in nearly 100% ee.
A NOVEL AND EFFICIENT SYNTHESIS OF 9-(c-4,t-5-BISHYDROXYMETHYLCYCLOPENT-2-EN-r-1-YL)-9H-ADENINE (BCA) HAVING ANTI-HIV ACTIVITY FROM NORBORNADIENE
Katagiri, Nobuya,Sato, Hiroshi,Arai, Sachie,Toyota, Akemi,Kaneko, Chikara
, p. 1097 - 1100 (2007/10/02)
9-(c-4, t-5-Bishydroxymethylcyclopent-2-en-r-1-yl)-9H-adenine (BCA: 1), a novel carboxylic nucleoside having significant anti-HIV activity, has been synthesized from norbornadiene.
Synthesis of (1R, 4S, 5R)-9-(4,5-bishydroxy-methylcyclopent-2-en-1-yl)-9H-adenine [(-)-BCA] and selective inhibition of human immunodeficiency virus
Katagiri, Nobuya,Toyota, Akemi,Shiraishi, Takuya,Sato, Hiroshi,Kaneko, Chikara
, p. 3507 - 3510 (2007/10/02)
(1R,4S,5R)-9(4,5-Bishydroxymethylcyclopent-2-en-1-yl)-9H-adenine [(-)-BCA] has been synthesized from (-)-Corey lactone in 11 steps and shown to have potent and selective effects against human immmunodeficiency virus type 1. The result demonstrated that th