Chemical constituents and biological studies of the leaves of Grevillea robusta

Three new compounds: Graviquinone (1), cis-3-hydroxy-5-pentadecylcyclohexanone (2), and methyl 5-ethoxy-2-hydroxycinnamate (3), and thirty-eight known compounds were isolated and identified from the leaves of Grevillea robusta. The structures of these compounds were determined by spectroscopic and c...

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Veröffentlicht in:	Molecules (Basel, Switzerland) Switzerland), 2011-11, Vol.16 (11), p.9331-9339
Hauptverfasser:	Chuang, Ta-Hsien, Chan, Hsiu-Hui, Wu, Tian-Shung, Li, Chien-Fu
Format:	Artikel
Sprache:	eng
Schlagworte:	Acids Antioxidants - chemistry Cancer Carbon Cell Line, Tumor - drug effects Cinnamates - chemistry Cinnamates - pharmacology Cytotoxicity DPPH Free Radical Scavengers - chemistry Free Radical Scavengers - pharmacology Grevillea robusta Hexanones - chemistry Hexanones - pharmacology Humans Levodopa - chemistry Molecular Structure Monophenol Monooxygenase - antagonists & inhibitors Monophenol Monooxygenase - metabolism Oxidation-Reduction Plant Extracts - chemistry Plant Extracts - pharmacology Plant Leaves - chemistry proteaceae Proteaceae - anatomy & histology Proteaceae - chemistry Pyrones - chemistry Quinones - chemistry Quinones - pharmacology tyrosinase inhibition activity
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Zusammenfassung:	Three new compounds: Graviquinone (1), cis-3-hydroxy-5-pentadecylcyclohexanone (2), and methyl 5-ethoxy-2-hydroxycinnamate (3), and thirty-eight known compounds were isolated and identified from the leaves of Grevillea robusta. The structures of these compounds were determined by spectroscopic and chemical transformation methods. Graviquinone (1) showed the strongest cytotoxicity against MCF-7, NCI-H460, and SF-268 cell lines. Methyl 2,5-dihydroxycinnamate (4), graviphane (13), and dehydrograviphane (14) exhibited very potent DPPH scavenging activity compared with α-tocopherol. Methyl 2,5-dihydroxycinnamate (4) and bis-norstriatol (17) demonstrated strong inhibition of L-DOPA oxidation by mushroom tyrosinase compared with kojic acid.
ISSN:	1420-3049 1420-3049
DOI:	10.3390/molecules16119331