Flavonoids with antiplasmodial and cytotoxic activities of Macaranga triloba

• Main Authors: Ahmat, N. (Author), Jaafar, F.M (Author), Widyawaruyanti, A. (Author), Zakaria, I. (Author)
• Format: Article
• Language: English
• Subjects: 5,7 dihydroxycoumarin; 6 farnesyl 3',4',5,7 tetrahydroxyflavanone; 6 prenyl 3' methoxyeriodictyol; Antineoplastic Agents, Phytogenic; Antiplasmodial; antiplasmodial activity; Antiprotozoal Agents; article; carbon nuclear magnetic resonance; cell growth; cell line; Cytotoxic; cytotoxicity; drug activity; drug isolation; drug structure; Euphorbiaceae; female; flavanone derivative; Flavanones; Flavonoids; growth inhibition; HeLa cell; HeLa Cells; HL-60 Cells; human; human cell; Humans; IC 50; Inflorescence; infrared spectroscopy; Inhibitory Concentration 50; Macaranga tribola; Macaranga triloba; malaysianone a; Malaysianone A; mass spectrometry; medicinal plant; Molecular Structure; Neoplasms; nymphaeol b; nymphaeol c; Phytotherapy; plant extract; Plant Extracts; priority journal; proton nuclear magnetic resonance; scopoletin; ultraviolet spectrophotometry; unclassified drug
• Online Access: View Fulltext in Publisher; View in Scopus
• ISBN: 0367326X (ISSN)
• DOI: 10.1016/j.fitote.2012.04.020

A new flavanone derivative, malaysianone A (1), four prenylated flavanones, 6-prenyl-3′-methoxyeriodictyol (2), nymphaeol B (3), nymphaeol C (4) and 6-farnesyl-3′,4′,5,7-tetrahydroxyflavanone (5), and two coumarins, 5,7-dihydroxycoumarin (6) and scopoletin (7), were isolated from the dichloromethane extract of the inflorescences of Macaranga triloba. The structures of these compounds were elucidated based on spectroscopic methods including nuclear magnetic resonance (NMR-1D and 2D), UV, IR and mass spectrometry. The cytotoxic activity of the compounds was tested against several cell lines, with 5 inhibiting very strongly the growth of HeLa and HL-60 cells (IC 50: 1.3 μg/ml and 3.3 μg/ml, respectively). Compound 5 also showed strong antiplasmodial activity (IC 50: 0.06 μM). © 2012 Elsevier B.V. All rights reserved.