[Synthesis of S-9-(2,3-dihydroxypropyl)adenine (DHPA) analogs and their inhibition of S-adenosyl-L-homocysteine (SAH) hydrolase].
In order to search for new antiviral agents with high potency and low toxicity, eleven new acyclonucleosides were synthesized. Nucleic-acid bases were condensed with 3-chloro-2-methylpropene to give 5-8a. b, which were oxidized by N-methylmorpholine-N-oxide in the presence of OsO4 to give vicinal dihydroxy acyclonucleosides 1-4a.b. Four DHPA analogs have been tested for the inhibitory activities on s-adenosyl-L-homocysteine hydrolase (SAH). Only compound 1 showed some enzyme inhibitory effect with IC50 of 1.1 mmol.L-1.
Wang
G X
GX
Institute of Materia Medica, Chinese Academy of Medical Sciences and Peking Union Medical College, Beijing 100050.
Wang
L
L
Zhao
Z Z
ZZ
Zhang
T
T
Tao
P Z
PZ
D000225:Adenine / Q000031:analogs & derivatives* / Q000138:chemical synthesis* / Q000494:pharmacology; D043383:Adenosylhomocysteinase; D000818:Animals; D000998:Antiviral Agents / Q000138:chemical synthesis* / Q000494:pharmacology; D006867:Hydrolases / Q000037:antagonists & inhibitors*; D015394:Molecular Structure; D051381:Rats
D000998:Antiviral Agents; C016391:9-(2,3-dihydroxypropyl)adenine; D006867:Hydrolases; D043383:Adenosylhomocysteinase; D000225:Adenine