Bioactive Dihydronaphthoquinone Derivatives from Fusarium solani

New dihydronaphthoquinone derivatives, karuquinone A (1), karuquinone B (2), and karuquinone C (3), were isolated from a fungal culture broth of Fusarium solani. The structures were determined by interpretation of spectroscopic data (1D/2D NMR, MS, and IR). Three known compounds, javanicin (4), 2,3-...

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Veröffentlicht in:Journal of natural products (Washington, D.C.) D.C.), 2014-09, Vol.77 (9), p.1992-1996
Hauptverfasser: Takemoto, Kenji, Kamisuki, Shinji, Chia, Pei Thing, Kuriyama, Isoko, Mizushina, Yoshiyuki, Sugawara, Fumio
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Sprache:eng
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Zusammenfassung:New dihydronaphthoquinone derivatives, karuquinone A (1), karuquinone B (2), and karuquinone C (3), were isolated from a fungal culture broth of Fusarium solani. The structures were determined by interpretation of spectroscopic data (1D/2D NMR, MS, and IR). Three known compounds, javanicin (4), 2,3-dihydro-5-hydroxy-8-methoxy-2,4-dimethylnaphtho[1,2-b]furan-6,9-dione (5), and 5-hydroxydihydrofusarubin C (6), were also isolated. The six isolated compounds were tested for cytotoxicity against three human cancer cell lines and a human umbilical vein endothelial cell (HUVEC) line. Of these, karuquinone A exhibited the strongest cytotoxic activity. Karuquinone B did not affect the proliferation of the cancer cell lines but did inhibit the proliferation of HUVEC. Additionally, we demonstrated that karuquinone A induces apoptosis in cancer cells through the generation of reactive oxygen species (ROS).
ISSN:0163-3864
1520-6025
DOI:10.1021/np500175j