A Novel Labdane-Type Trialdehyde from Myoga (Zingiber mioga Roscoe) That Potently Inhibits Human Platelet Aggregation and Human 5-Lipoxygenase

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  • ABE Masako
    Department of Health and Nutrition, Takasaki University of Health and Welfare Laboratory of Food Chemistry, Graduate School of Humanities and Sciences, Ochanomizu University
  • OZAWA Yoshio
    Department of Health and Nutrition, Takasaki University of Health and Welfare
  • UDA Yasushi
    Deparment of Bioproductive Sciences, Utsunomiya University
  • MORIMITSU Yasujiro
    Laboratory of Food Chemistry, Graduate School of Humanities and Sciences, Ochanomizu University
  • NAKAMURA Yoshimasa
    Department of Biofunctional Chemistry, Division of Bioscience, Graduate School of Natural Science and Technology, Okayama University
  • OSAWA Toshihiko
    Laboratory of Food and Biodynamics, Nagoya University Graduate School of Bioagricultural Sciences

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  • Novel Labdane Type Trialdehyde from Myoga Zingiber mioga Roscoe That Potently Inhibits Human Platelet Aggregation and Human 5 Lipoxygenase
  • A Novel Labdane-Type Trialdehyde from Myoga (<i>Zingiber mioga</i>Roscoe) That Potently Inhibits Human Platelet Aggregation and Human 5-Lipoxygenase

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Abstract

We screened myoga extracts for inhibitors of human platelet aggregation and human 5-lipoxygenase. We identified a novel labdane type of diterpene, together with three known diterpenes (miogadial and galanals A and B) from the flower buds of myoga. Spectroscopic data indicated the structure of the new compound to be 12(E)-labdene-15,16,(8β)17-trial (miogatrial). Miogatrial and miogadial were potent inhibitors of human platelet aggregation and human 5-lipoxygenase (5-LOX). The sesquiterpene, polygodial, also exhibited strong inhibitory activity against human platelet aggregation and 5-LOX. On the other hand, galanals A and B did not have inhibitory activity in either experimental system. It thus appears that a 3-formyl-3-butenal structure was essential for the potent inhibition of human platelet aggregation and human 5-LOX.

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