title: Discovery of 8-hydroxyadenines as a novel type of interferon inducer.
abstract: 9-Benzyl-8-hydroxyadenine (6) was found to possess interferon-inducing activity in vitro as a lead compound. Although replacement of the 9-benzyl group of 6 did not improve the activity, the introduction of a substituent such as alkyl, alkylthio, alkylamino, and alkoxy groups into the 2-position of the adenine ring resulted in a remarkable increase in the activity. The 2-alkylthio (30-32), 2-butylamino (41), and 2-butoxy (47) analogues indicated the highest activities by oral administration to mice.
authors.affiliation: Laboratory of Medicinal Chemistry, Gifu Pharmaceutical University, Mitahora-higashi, Gifu 502-8585, Japan. hirota@gifu-pu.ac.jp
authors.forename: Kosaku
authors.initials: K
authors.lastname: Hirota
authors.forename: Kazunori
authors.initials: K
authors.lastname: Kazaoka
authors.forename: Itaru
authors.initials: I
authors.lastname: Niimoto
authors.forename: Hiroshi
authors.initials: H
authors.lastname: Kumihara
authors.forename: Hironao
authors.initials: H
authors.lastname: Sajiki
authors.forename: Yoshiaki
authors.initials: Y
authors.lastname: Isobe
authors.forename: Haruo
authors.initials: H
authors.lastname: Takaku
authors.forename: Masanori
authors.initials: M
authors.lastname: Tobe
authors.forename: Haruhisa
authors.initials: H
authors.lastname: Ogita
authors.forename: Tetsuhiro
authors.initials: T
authors.lastname: Ogino
authors.forename: Shinji
authors.initials: S
authors.lastname: Ichii
authors.forename: Ayumu
authors.initials: A
authors.lastname: Kurimoto
authors.forename: Hajime
authors.initials: H
authors.lastname: Kawakami
mesh_terms: D000225:Adenine / Q000031:analogs & derivatives* / Q000138:chemical synthesis* / Q000494:pharmacology; D000284:Administration, Oral; D000818:Animals; D066298:In Vitro Techniques; D007369:Interferon Inducers / Q000138:chemical synthesis* / Q000494:pharmacology; D051379:Mice; D013154:Spleen / Q000166:cytology; D013329:Structure-Activity Relationship
chemical_list: D007369:Interferon Inducers; D000225:Adenine