Terpenic and Phenolic Glycosides from Leaves of Breynia officinalis HEMSL.

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  • Morikawa Hiroyuki
    Department of Pharmacognosy, Graduate School of Biomedical Sciences, Hiroshima University
  • Kasai Ryoji
    Department of Pharmacognosy, Graduate School of Biomedical Sciences, Hiroshima University
  • Otsuka Hideaki
    Department of Pharmacognosy, Graduate School of Biomedical Sciences, Hiroshima University
  • Hirata Eiji
    Faculty of Agriculture, University of the Ryukyus
  • Shinzato Takakazu
    Yona Field, Subtropical Field Science Center, Faculty of Agriculture, University of Ryukyus
  • Aramoto Mitsunori
    Iriomote Station, Tropical Biosphere Research Center, University of the Ryukyus
  • Takeda Yoshio
    Faculty of Integrated Art and Sciences, The University of Tokushima

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From the leaves of Breynia officinalis, collected on Okinawa Island, six terpenic glucosides and six phenolic glycosides were isolated. Two of the terpenic glucosides were found to be known, and they were identified as turpinionoside B and betulalbuside A. The structures of the remaining terpenic glucosides were elucidated to be megastigmane glucosides, named breyniaionosides A—D, using spectroscopic analyses. The absolute structure of breyniaionoside D was determined using the modifed Mosher's method. The absolute structure of the known compound betulalbuside A was determined for the first time in this study. Six phenolic glycosides were found to be arbutin and its derivatives. Two known compounds were found to be robustaside A and eximine. New compounds were named isorobustaside A, and breyniosides A and B, and their structures were elucidated from spectroscopic evidence.

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