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

Takahiro Matsumoto, Seikou Nakamura, Souichi Nakashima, Tomoe Ohta, Keiko Ogawa, Masashi Fukaya, Junko Tsukioka, Tomohiro Hasei, Tetsushi Watanabe, Hisashi Matsuda
Phytochemistry 2017 v.137 pp. 101-108
aerial parts, chemical structure, cytotoxicity, glucosides, lignans, nuclear magnetic resonance spectroscopy, protective effect, spectral analysis, Japan
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.