Phenolic compounds from Eucalyptus gomphocephala with potential cytotoxic and antioxidant activities.
Two new phenolic compounds, 2,4,6-trihydroxy-5-methyl-acetophenone 2-O-beta-D-glucopyranoside (3), and benzyl alcohol 7-O-(3',4',6'-tri-O-galloyl)-beta-D-glucopyranoside (8), together with eight known phenolic compounds, were isolated from the 70% aqueous acetone extract of Eucalyptus gomphocephala DC. (Myrtaceae). The isolated compounds were elucidated based on their 1H, 13C, DQF-COSY, selective 1D-TOCSY, HSQC, and HMBC NMR spectroscopic and ESI-MS data. The antioxidant effect of the phenolic compounds was tested using 1,1-diphenyl-2-picrylhydrazyl (DPPH), hydroxyl radical and super oxide anion radical scavenging assays. The cytotoxicity of the isolated compounds was evaluated using HeLa cell line.
Laboratory of Organic Chemistry and Chemical Biology, Department of Chemistry, University of Turku, FI-20014 Turku, Finland. emankamal500@yahoo.com
Eman
E
Al-Sayed
Olli
O
Martiskainen
Małgorzata
M
Bobrowska-Hägerstrand
Jari
J
Sinkkonen
Kid
K
Törnquist
Kalevi
K
Pihlaja
Nahla
N
Ayoub
Abdel-Nasser
AN
Singab
D000098:Acetophenones / Q000737:chemistry / Q000302:isolation & purification*; D000972:Antineoplastic Agents, Phytogenic / Q000737:chemistry / Q000302:isolation & purification*; D004354:Drug Screening Assays, Antitumor; D005052:Eucalyptus / Q000737:chemistry*; D016166:Free Radical Scavengers / Q000737:chemistry / Q000302:isolation & purification*; D005707:Gallic Acid / Q000031:analogs & derivatives* / Q000737:chemistry / Q000302:isolation & purification; D005960:Glucosides / Q000737:chemistry / Q000302:isolation & purification*; D006367:HeLa Cells; D006801:Humans; D010636:Phenols / Q000737:chemistry / Q000302:isolation & purification*; D010936:Plant Extracts / Q000737:chemistry
C554763:2,4,6-trihydroxy-5-methylacetophenone 2-O-glucopyranoside; D000098:Acetophenones; D000972:Antineoplastic Agents, Phytogenic; D016166:Free Radical Scavengers; D005960:Glucosides; D010636:Phenols; D010936:Plant Extracts; C554764:benzyl alcohol 7-O-(3',4',6'-tri-O-galloyl)glucopyranoside; D005707:Gallic Acid