Potential Cancer Chemopreventive in Vitro Activities of Monomeric Xanthone Derivatives from the Marine Algicolous Fungus Monodictys putredinis
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文摘
Investigation of the fungal strain Monodictys putredinis isolated from the inner tissue of a marine green alga led to theisolation of four new monomeric xanthones and a benzophenone. All structures were elucidated by extensive spectroscopicmeasurements. The relative configuration of compound 1 was determined by X-ray crystal structure analysis, while for2 and 3 configurations were confirmed by NOE experiments. Absolute configurations for compounds 1-3 were deducedby comparing experimental circular dichroism spectroscopic data with those calculated employing quantum-chemicaltime-dependent density functional theory (TDDFT). The compounds were examined for their cancer chemopreventivepotential. Xanthone 2 was shown to inhibit cytochrome P450 1A activity with an IC50 value of 3.0 M. Compounds 2and 3 displayed moderate activity as inducers of NAD(P)H:quinone reductase (QR) in cultured mouse Hepa 1c1c7cells, with CD values (concentration required to double the specific activity of QR) of 12.0 and 12.8 M, respectively.Compound 3 showed weak inhibition of aromatase activity.

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