Cytotoxic Aryltetralin Lignans from Fruits of Cleistanthus indochinensis

Abstract

Eight new aryltetralin lignans, cleisindosides A–F (1–6), picroburseranin (7), and 7-hydroxypicropolygamain (8), were isolated from the fruits of Cleistanthus indochinensis (Euphorbiaceae). The structures of the isolates were established on the basis of their one- and two-dimensional NMR spectral data, as well as their mass spectrometric data. Compound 7 was found to have potent cytotoxicity against oral epidermoid carcinoma cells with an IC₅₀ value of 0.062 µM, whereas glycosylation to 3 (IC₅₀ 7.5 µM) and stereochemical changes to 8 (IC₅₀ 10.8 µM) led to marked decreases in biological activity. Thus, it was determined that the C-7 and C-8′ positions are critical for the biological activity of the lignans from this plant.

Key words

Euphorbiaceae - Cleistanthus indochinensis - lignans - glycosides - cytotoxicity

• References

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