Neolignan and megastigmane glucosides from the aerial parts of Isodon japonicus with cell protective effects on BaP-induced cytotoxicity. (May 2017)

• Record Type: Journal Article
• Authors: Matsumoto, Takahiro; Nakamura, Seikou; Nakashima, Souichi; Ohta, Tomoe; Ogawa, Keiko; Fukaya, Masashi; Tsukioka, Junko; Hasei, Tomohiro; Watanabe, Tetsushi; Matsuda, Hisashi
• Is Part Of: Phytochemistry. Volume 137(2017)
• Page Start: 101
• Page End: 108
• Publication Date: 2017-05
• Subjects: Isodon japonicus -- Lamiaceae -- Isodonoside -- Isodonmegastigmane -- Glucoside -- Neolignan -- Megastigmane; Botanical chemistry -- Periodicals; Biochemistry -- Periodicals; Botany -- Periodicals; Chimie végétale -- Périodiques; 572.2
• DOI: 10.1016/j.phytochem.2017.02.007
• Languages: English
• ISSNs: 0031-9422

Abstract

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. Graphical abstract: Six neolignan glucosides, isodonosides I–VI, and a megastigmane glucoside isodonmegastigmane I were isolated from the aerial parts of Isodon japonicus . Highlights: Six neolignan glucosides, named isodonosides I–VI were isolated. A megastigmane glucoside named isodonmegastigmane VII was isolated. The absolute configurations of constituents were determined by ECD Cotton effects and modified Mosher's method. Significant cell protective effects of neolignan glucosides were found on benzo[a]pyrene-induced cytotoxicity.