title: Synthesis of intervenolin, an antitumor natural quinolone with unusual substituents.
abstract: Synthesis of intervenolin, a natural quinolone discovered by screening for selective growth inhibitors of cancer cells cocultured with stromal cells over monocultured cells, was achieved. The synthesis utilized a thiocyanate-isothiocyanate rearrangement and Suzuki-Miyaura coupling to furnish the characteristic substituents, the iminodithiocarbonate moiety, and the geranyl side chain, respectively. In vivo studies showed that intervenolin inhibited tumor tissue growth in model mice.
authors.affiliation: Institute of Microbial Chemistry (BIKAKEN) Tokyo, 3-14-23 Kamiosaki, Shinagawa-ku, Tokyo 141-0021, Japan.
authors.forename: Hikaru
authors.initials: H
authors.lastname: Abe
authors.forename: Manabu
authors.initials: M
authors.lastname: Kawada
authors.forename: Hiroyuki
authors.initials: H
authors.lastname: Inoue
authors.forename: Shun-ichi
authors.initials: S
authors.lastname: Ohba
authors.forename: Akio
authors.initials: A
authors.lastname: Nomoto
authors.forename: Takumi
authors.initials: T
authors.lastname: Watanabe
authors.forename: Masakatsu
authors.initials: M
authors.lastname: Shibasaki
mesh_terms: D000818:Animals; D000970:Antineoplastic Agents / Q000138:chemical synthesis* / Q000737:chemistry; D001688:Biological Products / Q000138:chemical synthesis* / Q000737:chemistry; D045744:Cell Line, Tumor; D006801:Humans; D017879:Isothiocyanates / Q000138:chemical synthesis* / Q000737:chemistry; D051379:Mice; D015363:Quinolones / Q000138:chemical synthesis* / Q000737:chemistry; D017154:Stromal Cells / Q000187:drug effects* / Q000473:pathology
chemical_list: D000970:Antineoplastic Agents; D001688:Biological Products; D017879:Isothiocyanates; D015363:Quinolones; C583644:intervenolin