A highly efficient synthesis of cyclaradine and its behaviour towards adenosine deaminase.
(+)-, (-)-, and (+/-)-Cyclaradines were efficiently synthesized from 2-aza-bicyclo[2.2.1]hept-5-en-3-one (ABH). (+)- and (+/-)-Cyclaradines were deaminated by adenosine deaminase whereas (-)-cyclaradine was not hydrolyzed under the same conditions.
Katagiri
N
N
Pharmaceutical Institute, Tohoku University, Sendai, Japan.
Kokufuda
H
H
Makino
M
M
Matsuhashi
Y
Y
Kaneko
C
C
Vince
R
R
D000243:Adenosine Deaminase / Q000378:metabolism*; D000998:Antiviral Agents / Q000138:chemical synthesis*; D007202:Indicators and Reagents; D015394:Molecular Structure; D013237:Stereoisomerism; D014740:Vidarabine / Q000031:analogs & derivatives* / Q000138:chemical synthesis / Q000737:chemistry / Q000378:metabolism
D000998:Antiviral Agents; D007202:Indicators and Reagents; C014387:carbocyclic arabinosyladenine; D000243:Adenosine Deaminase; D014740:Vidarabine