title: Diaryl-substituted ortho-carboranes as a new class of hypoxia inducible factor-1α inhibitors.
abstract: Diaryl-substituted ortho-carboranes 1 were synthesized from the corresponding alkynes by decaborane coupling under microwave-irradiated conditions with a combination of N,N-dimethylaniline and chlorobenzene. Among the compounds synthesized, 1a and 1d exhibited significant inhibition of hypoxia-induced HIF-1 transcriptional activity. Both compounds similarly suppressed hypoxia-induced HIF-1α accumulation in a concentration-dependent manner without affecting HIF-1α mRNA expression.
authors.affiliation: Department of Chemistry, Faculty of Science, Gakushuin University, Mejiro, Toshima-ku, Tokyo 171-8588, Japan.
authors.forename: Hiroyuki
authors.initials: H
authors.lastname: Nakamura
authors.forename: Lisa
authors.initials: L
authors.lastname: Tasaki
authors.forename: Daisuke
authors.initials: D
authors.lastname: Kanoh
authors.forename: Shinichi
authors.initials: S
authors.lastname: Sato
authors.forename: Hyun Seung
authors.initials: HS
authors.lastname: Ban
mesh_terms: D000814:Aniline Compounds / Q000737:chemistry / Q000528:radiation effects; D001896:Boron Compounds / Q000138:chemical synthesis* / Q000494:pharmacology*; D002722:Chlorobenzenes / Q000737:chemistry / Q000528:radiation effects; D006367:HeLa Cells; D006801:Humans; D051795:Hypoxia-Inducible Factor 1, alpha Subunit / Q000037:antagonists & inhibitors* / Q000235:genetics / Q000378:metabolism; D008872:Microwaves; D012333:RNA, Messenger / Q000378:metabolism
chemical_list: D000814:Aniline Compounds; D001896:Boron Compounds; D002722:Chlorobenzenes; D051795:Hypoxia-Inducible Factor 1, alpha Subunit; D012333:RNA, Messenger; C015157:N,N-dimethylaniline; C031294:chlorobenzene