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Planta Med 2014; 80(08/09): 695-702
DOI: 10.1055/s-0034-1368505
Natural Product Chemistry
Original Papers
Georg Thieme Verlag KG Stuttgart · New York

Cytotoxic Aryltetralin Lignans from Fruits of Cleistanthus indochinensis

Van Trinh Thi Thanh
1   Institute of Marine Biochemistry of the Vietnam Academy of Science and Technology (VAST), Cau Giay, Hanoi, Vietnam
,
Van Cuong Pham
1   Institute of Marine Biochemistry of the Vietnam Academy of Science and Technology (VAST), Cau Giay, Hanoi, Vietnam
,
Huong Doan Thi Mai
1   Institute of Marine Biochemistry of the Vietnam Academy of Science and Technology (VAST), Cau Giay, Hanoi, Vietnam
,
Marc Litaudon
2   Institut de Chimie des Substances Naturelles, Gif-sur Yvette, France
,
Françoise Guéritte
2   Institut de Chimie des Substances Naturelles, Gif-sur Yvette, France
,
Van Hung Nguyen
1   Institute of Marine Biochemistry of the Vietnam Academy of Science and Technology (VAST), Cau Giay, Hanoi, Vietnam
,
Van Minh Chau
1   Institute of Marine Biochemistry of the Vietnam Academy of Science and Technology (VAST), Cau Giay, Hanoi, Vietnam
› Author Affiliations
Further Information

Publication History

received 07 February 2014
revised 11 February 2014

accepted 22 April 2014

Publication Date:
04 June 2014 (online)

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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

Supporting Information

 

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