Kyoto University · Biochemistry, Genetics and Molecular Biology
Professor Hideto Miyoshi's research lab specializes in natural product chemistry and enzymology, with a focus on the structure-activity relationships of bioactive natural compounds, particularly rotenone and its derivatives. The lab investigates the stereochemical and structural determinants governing the inhibitory activity of rotenone on NADH-ubiquinone oxidoreductase (Complex I) in various biological systems, including mitochondria from mammals, plants, and bacteria. Their work combines total synthesis, enzymatic assays, and structural probing to elucidate the molecular mechanisms of enzyme inhibition and to explore the binding interactions within the rotenone binding site. The research also contributes to the development of selective inhibitors for biomedical and agricultural applications.
Figures are computed from collected data and may differ slightly.
Two stereoisomers of natural rotenone (5'alpha-epirotenone and 5'beta-epirotenone) were synthesized to identify the stereochemical factor of rotenone required for the inhibition and also to probe the structure of the rotenone binding site. The inhibitory action of the stereoisomers was compared with that of rotenone using NADH-ubiquinone reductases from bovine heart submitochondrial particles (SMP), potato tubers (Solanum tuberosum L.) SMP and Escherichia coli (GR19N) membranes. With respect to
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