title: Structural study on a naturally occurring terphenyl quinone.
abstract: Two terphenyl quinones were synthesized for a structural study on a naturally occurring biologically active terphenyl quinone. 3-Methoxy-5,6-diphenylcyclohexa-3,5-dien-1,2-dione, a possible structure proposed by our analysis of the NMR spectra, was synthesized by Suzuki-Miyaura coupling and subsequent oxidation of the resulting substituted phenol, although not being identical to the natural product. Recently isolated 3-methoxy-2,5-diphenylcyclohexa-2,5-dien-1,4-dione was synthesized from a commercially available 2,5-diphenyl-1,4-benzoquinone in three steps in a good overall yield, and its NMR spectra were identical to those of the natural product.
authors.affiliation: Graduate School of Bioagricultural Sciences, Nagoya University, Nagoya, Japan.
authors.forename: Atsuo
authors.initials: A
authors.lastname: Nakazaki
authors.forename: Wen-Yu
authors.initials: WY
authors.lastname: Huang
authors.forename: Kazushi
authors.initials: K
authors.lastname: Koga
authors.forename: Boon-ek
authors.initials: BE
authors.lastname: Yingyongnarongkul
authors.forename: Jutatip
authors.initials: J
authors.lastname: Boonsombat
authors.forename: Yusuke
authors.initials: Y
authors.lastname: Sawayama
authors.forename: Takashi
authors.initials: T
authors.lastname: Tsujimoto
authors.forename: Toshio
authors.initials: T
authors.lastname: Nishikawa
mesh_terms: D016227:Benzoquinones / Q000737:chemistry*; D001688:Biological Products / Q000737:chemistry*; D009682:Magnetic Resonance Spectroscopy; D013730:Terphenyl Compounds / Q000737:chemistry*
chemical_list: D016227:Benzoquinones; D001688:Biological Products; D013730:Terphenyl Compounds; C004532:quinone