Rollimembrin, a novel acetogenin inhibitor of mammalian mitochondrial complex I (Q105160597)

http://api.crossref.org/works/10.1016%2Fs0960-894x%2897%2900171-6

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(2R)-4-[(2S,13S)-2,13-dihydroxy-13-[(2R,5S)-5-[(2R,5S)-5-[(1S)-1-hydroxyundecyl]oxolan-2-yl]oxolan-2-yl]tridecyl]-2-methyl-2H-furan-5-one

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(2S)-4-[(13R)-13-Hydroxy-13-[(2R,5S)-5-[(2S,5R)-5-[(1S)-1-hydroxyundecyl]oxolan-2-yl]oxolan-2-yl]tridecyl]-2-methyl-2H-furan-5-one

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inferred from

reverse claim

3-{2,11-Dihydroxy-11-[5''-(1-hydroxy-undecyl)-octahydro-[2,2'']bifuranyl-5-yl]-undecyl}-5-methyl-5H-furan-2-one(Rollimembrin)

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M. Carmen GonzÁlez

1

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JoséR. Tormo

2

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Almudena Bermejo

3

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M. Carmen Zafra-polo

4

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Ernesto Estornell

5

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Diego Cortes

6

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publication date

12 May 2003

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published in

Bioorganic & Medicinal Chemistry Letters

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volume

7

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page(s)

1113-1118

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issue

9

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Recent advances in Annonaceous acetogenins

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Molecular mode of action of annonins

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Natural substances (acetogenins) from the family Annonaceae are powerful inhibitors of mitochondrial NADH dehydrogenase (Complex I)

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Mode of action of bullatacin, a potent antitumor acetogenin: inhibition of NADH oxidase activity of HeLa and HL-60, but not liver, plasma membranes.

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Two binding sites of inhibitors in NADH: ubiquinone oxidoreductase (complex I). Relationship of one site with the ubiquinone-binding site of bacterial glucose:ubiquinone oxidoreductase.

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Isoacetogenins, Artifacts Issued from Translactonization from Annonaceous Acetogenins

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Diepoxyrollin and Diepomuricanin B: Two New Diepoxyacetogenins fromRollinia membranaceaSeeds

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Isolation and structure of rolliniastatin 1 from the South American tree Rolliniamucosa

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Nuclear magnetic resonance enantiomer regents. Configurational correlations via nuclear magnetic resonance chemical shifts of diastereomeric mandelate, O-methylmandelate, and .alpha.-methoxy-.alpha.-trifluoromethylphenylacetate (MTPA) esters

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Complex I and complex III of mitochondria have common inhibitors acting as ubiquinone antagonists

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Assay conditions for the mitochondrial NADH:coenzyme Q oxidoreductase

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The reaction sites of rotenone and ubiquinone with mitochondrial NADH dehydrogenase.

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The specificity of mitochondrial complex I for ubiquinones

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