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Isolation of naphthazarin from walnut "onigurumi" and its inhibitory action on oxidative phosphorylation in mitochondria
Authors:A Ota  P M Sivalingam  S Lin  N Ikekawa  N Yaginuma
Affiliation:Laboratory of Chemistry of Natural Products, Tokyo Institute of Technology, Ohokayama, Meguro-ku, Tokyo, Japan;Laboratory of Biological Chemistry, Tokyo Institute of Technology, Ohokayama, Meguro-ku, Tokyo, Japan
Abstract:Investigation of lethal substances other than juglone in the walnut ‘Onigurumi’, Juglans mandshurica maxim var. Sieboldiana Makino, led to the isolation and identification for the first time, of 5,8-dihydroxy-1,4-naphthoquinone (naphthazarin) in plants. Toxicity experiments with both these fish toxins on albino orange-red killifish ‘Himedaka’, Oryzias latipes, gave median tolerance limits (TLm) of 0.245 and 0.435 ppm, respectively. A study on the inhibitory effect of these toxins on oxidative phosphorylation showed half maximal inhibitin values ranging between 10-4 and 10-5 M for naphthazarin and between 10-5 and 10-6 M for juglone. Naphthazarin had complicated dualistic effect acting both as an uncoupler and energy transfer inhibitor, while juglone was only an energy transfer inhibitor.
Keywords:To whom correspondence should be addressed.
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