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Bioorganic and Medicinal Chemistry 1996-Jun

Scutione, a new bioactive norquinonemethide triterpene from Maytenus scutioides (Celastraceae).

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A G González
N L Alvarenga
A G Ravelo
I L Bazzocchi
E A Ferro
A G Navarro
L M Moujir

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Abstrè

Scutione (1), a new norquinonemethide triterpene with a netzahualcoyene type skeleton, has been isolated from the root bark of Maytenus scutioides (Celastraceae) by bioactivity-directed fractionation. The structure of 1 has been elucidated by means of 1H and 13C NMR spectroscopic studies, including 1H-13C heteronuclear correlation (HETCOR), a long-range correlation spectrum with inverse detection (HMBC) and ROESY experiments. Compound 1 showed antibiotic activity against Gram-positive bacteria and modest cytotoxic activity against HeLa, Hep-2 and Vero cell lines. Fluoride derivatives 2-4 were prepared and assayed for bioactivity, where 2 showed slight improvement of the cytotoxic potency.

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