title: Neolignan and megastigmane glucosides from the aerial parts of Isodon japonicus with cell protective effects on BaP-induced cytotoxicity.
abstract: Six neolignan glucosides, named isodonosides I-VI, and a megastigmane glucoside named isodonmegastigmane I, were isolated together with 15 known compounds from the methanolic extract of aerial parts of Isodon japonicus cultivated in Tokushima, Japan. The chemical structures of the compounds were elucidated based on their MS and NMR spectroscopic analysis. The absolute configurations of the neolignan and megastigmane glucosides were determined by derivatizations, by ECD (electronic circular dicroism) Cotton effect approximation, and by the modified Mosher's method. In addition, a significant cell protective effects of neolignan glucosides on benzo[a]pyrene-induced cytotoxicity was found.
authors.affiliation: Kyoto Pharmaceutical University, Misasagi, Yamashina-ku, Kyoto, 607-8412, Japan.
authors.forename: Takahiro
authors.initials: T
authors.lastname: Matsumoto
authors.affiliation: Kyoto Pharmaceutical University, Misasagi, Yamashina-ku, Kyoto, 607-8412, Japan.
authors.forename: Seikou
authors.initials: S
authors.lastname: Nakamura
authors.affiliation: Kyoto Pharmaceutical University, Misasagi, Yamashina-ku, Kyoto, 607-8412, Japan.
authors.forename: Souichi
authors.initials: S
authors.lastname: Nakashima
authors.affiliation: Kyoto Pharmaceutical University, Misasagi, Yamashina-ku, Kyoto, 607-8412, Japan.
authors.forename: Tomoe
authors.initials: T
authors.lastname: Ohta
authors.affiliation: Kyoto Pharmaceutical University, Misasagi, Yamashina-ku, Kyoto, 607-8412, Japan.
authors.forename: Keiko
authors.initials: K
authors.lastname: Ogawa
authors.affiliation: Kyoto Pharmaceutical University, Misasagi, Yamashina-ku, Kyoto, 607-8412, Japan.
authors.forename: Masashi
authors.initials: M
authors.lastname: Fukaya
authors.affiliation: Kyoto Pharmaceutical University, Misasagi, Yamashina-ku, Kyoto, 607-8412, Japan.
authors.forename: Junko
authors.initials: J
authors.lastname: Tsukioka
authors.affiliation: Kyoto Pharmaceutical University, Misasagi, Yamashina-ku, Kyoto, 607-8412, Japan.
authors.forename: Tomohiro
authors.initials: T
authors.lastname: Hasei
authors.affiliation: Kyoto Pharmaceutical University, Misasagi, Yamashina-ku, Kyoto, 607-8412, Japan.
authors.forename: Tetsushi
authors.initials: T
authors.lastname: Watanabe
authors.affiliation: Kyoto Pharmaceutical University, Misasagi, Yamashina-ku, Kyoto, 607-8412, Japan. Electronic address: matsuda@mb.kyoto-phu.ac.jp.
authors.forename: Hisashi
authors.initials: H
authors.lastname: Matsuda
mesh_terms: D001564:Benzo(a)pyrene / Q000633:toxicity; D045744:Cell Line, Tumor; D003512:Cyclohexanones / Q000737:chemistry* / Q000302:isolation & purification; D005960:Glucosides / Q000737:chemistry* / Q000302:isolation & purification; D006801:Humans; D037602:Isodon / Q000737:chemistry*; D007564:Japan; D017705:Lignans / Q000737:chemistry* / Q000302:isolation & purification; D015394:Molecular Structure; D045792:Norisoprenoids / Q000737:chemistry* / Q000302:isolation & purification; D035261:Plant Components, Aerial / Q000737:chemistry; D010936:Plant Extracts / Q000737:chemistry; D020011:Protective Agents / Q000737:chemistry / Q000302:isolation & purification
chemical_list: D003512:Cyclohexanones; D005960:Glucosides; D017705:Lignans; D045792:Norisoprenoids; D010936:Plant Extracts; D020011:Protective Agents; C413264:megastigmane; D001564:Benzo(a)pyrene
keywords: Glucoside; Isodon japonicus; Isodonmegastigmane; Isodonoside; Lamiaceae; Megastigmane; Neolignan