title: [Design, synthesis and biological activity evaluation of adenosine analogues].
abstract: N6-(2-Hydroxyethyl) adenosine, HEA (1), an active ingredient isolated from cultured mycelia of cordyceps species which is a famous traditional tonic in China, showed brain protective, sedative hypnotic activity in pharmacological tests. In order to explore novel non-benzodiazepine sedative-hypnotic agents, HEA was treated as the lead compound. Twenty three target compounds were designed and synthesized. Their chemical structures were characterized by 1H NMR, MS and elemental analysis. Pharmacological test in vivo showed that target compounds 8, 4, 13 were more active than HEA on locomotor and gasping activities of mice. Structure-activity relationships showed that the ribose moiety at N-9 position of adenine base was critical for activity.
authors.affiliation: Institute of Materia Medica, Chinese Academy of Medical Sciences & Peking Union Medical College, Beijing 100050, China.
authors.forename: Dong-Mei
authors.initials: DM
authors.lastname: Wang
authors.forename: Xiao-Hui
authors.initials: XH
authors.lastname: Liu
authors.forename: Hui
authors.initials: H
authors.lastname: Guo
authors.forename: Jun-Hua
authors.initials: JH
authors.lastname: Huang
authors.forename: Lin
authors.initials: L
authors.lastname: Wang
mesh_terms: D000241:Adenosine / Q000031:analogs & derivatives* / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology; D000818:Animals; D006993:Hypnotics and Sedatives / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology; D008297:Male; D051379:Mice; D008813:Mice, Inbred ICR; D015394:Molecular Structure; D009043:Motor Activity / Q000187:drug effects; D011897:Random Allocation; D013329:Structure-Activity Relationship
chemical_list: D006993:Hypnotics and Sedatives; D000241:Adenosine