title: 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.
authors.affiliation: Institute of Marine Biochemistry of the Vietnam Academy of Science and Technology (VAST), Cau Giay, Hanoi, Vietnam.
authors.forename: Van
authors.initials: V
authors.lastname: Trinh Thi Thanh
authors.affiliation: Institute of Marine Biochemistry of the Vietnam Academy of Science and Technology (VAST), Cau Giay, Hanoi, Vietnam.
authors.forename: Van Cuong
authors.initials: VC
authors.lastname: Pham
authors.affiliation: Institute of Marine Biochemistry of the Vietnam Academy of Science and Technology (VAST), Cau Giay, Hanoi, Vietnam.
authors.forename: Huong
authors.initials: H
authors.lastname: Doan Thi Mai
authors.affiliation: Institut de Chimie des Substances Naturelles, Gif-sur Yvette, France.
authors.forename: Marc
authors.initials: M
authors.lastname: Litaudon
authors.affiliation: Institut de Chimie des Substances Naturelles, Gif-sur Yvette, France.
authors.forename: Françoise
authors.initials: F
authors.lastname: Guéritte
authors.affiliation: Institute of Marine Biochemistry of the Vietnam Academy of Science and Technology (VAST), Cau Giay, Hanoi, Vietnam.
authors.forename: Van Hung
authors.initials: VH
authors.lastname: Nguyen
authors.affiliation: Institute of Marine Biochemistry of the Vietnam Academy of Science and Technology (VAST), Cau Giay, Hanoi, Vietnam.
authors.forename: Van Minh
authors.initials: VM
authors.lastname: Chau
mesh_terms: D000972:Antineoplastic Agents, Phytogenic / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology; D045744:Cell Line, Tumor; D002470:Cell Survival / Q000187:drug effects; D002851:Chromatography, High Pressure Liquid; D019665:Euphorbiaceae / Q000737:chemistry*; D005638:Fruit / Q000737:chemistry; D006027:Glycosides / Q000737:chemistry / Q000302:isolation & purification / Q000494:pharmacology; D006801:Humans; D020128:Inhibitory Concentration 50; D017705:Lignans / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology; D009682:Magnetic Resonance Spectroscopy; D015394:Molecular Structure; D010936:Plant Extracts / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology; D013764:Tetrahydronaphthalenes / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology
chemical_list: D000972:Antineoplastic Agents, Phytogenic; D006027:Glycosides; D017705:Lignans; D010936:Plant Extracts; D013764:Tetrahydronaphthalenes; C095210:tetralin