Cytotoxic Prenylated Stilbenes Isolated from Macaranga tanarius

• Published in: Journal of natural products (Washington, D.C.) D.C.), 2017-10, Vol.80 (10), p.2684-2691
• Main Authors: Péresse, Tiphaine, Jézéquel, Gwenaëlle, Allard, Pierre-Marie, Pham, Van-Cuong, Huong, Doan T. M, Blanchard, Florent, Bignon, Jérôme, Lévaique, Hélène, Wolfender, Jean-Luc, Litaudon, Marc, Roussi, Fanny
• Format: Article
• Language: English
• Subjects: Antineoplastic Agents, Phytogenic - chemistry; Antineoplastic Agents, Phytogenic - isolation & purification; Antineoplastic Agents, Phytogenic - pharmacology; Chemical Sciences; Drug Screening Assays, Antitumor; Euphorbiaceae - chemistry; Flavonoids - chemistry; Fruit - chemistry; Humans; Molecular Structure; Nuclear Magnetic Resonance, Biomolecular; Plant Leaves - chemistry; Prenylation; Stilbenes - chemistry; Stilbenes - isolation & purification; Stilbenes - pharmacology; Vietnam
• ISSN: 0163-3864; 1520-6025
• DOI: 10.1021/acs.jnatprod.7b00409

With the aim of discovering new cytotoxic prenylated stilbenes of the schweinfurthin series, Macaranga tanarius was selected for detailed phytochemical investigation among 21 Macaranga species examined by using a molecular networking approach. From an ethanol extract of the fruits, seven new prenylated stilbenes, schweinfurthins K–Q (7–13), were isolated, along with vedelianin (1), schwenfurthins E–G (2–4), mappain (5), and methyl-mappain (6). The structures of the new compounds were established by spectroscopic data analysis. The relative configurations of compounds 8, 12, and 13 were determined based on ROESY NMR spectroscopic analysis. The cytotoxic activities of compounds 1–13 were evaluated against the human glioblastoma (U87) and lung (A549) cancer cell lines.