title: Phenylethylchromones with In Vitro Antitumor Promoting Activity from Aquilaria filaria.
abstract: A new chromone, 2-(2-hydroxy-2-phenylethyl)chromone (1), was isolated together with ten known phenylethyl chromones from MeOH extracts of agarwood (Aquilaria filaria). The selected compounds were evaluated in an antiproliferative assay against five human tumor cell lines, including a multidrug-resistant cell line. They were also tested for antitumor promoting activity, as mediated by 12-O-tetradecanoylphorbol-13-acetate-induced activation of the Epstein-Barr virus early antigen in Raji cells. Among all compounds, 4',7-dimethyoxy-6-hydroxychromone (2) displayed broad spectrum antiproliferative activity against all tumor cell lines tested with IC50values of 25-38 µM, while8was selectively inhibitory against multidrug-resistant cells. All tested compounds suppressed tumor promotion at noncytotoxic concentrations. 4',6-Dihydroxyphenylethylchromone (7) exhibited the most potent effect with an IC50value of 319 mol ratio relative to 12-O-tetradecanoylphorbol-13-acetate. This study is the first to report the antitumor promoting activity of 2-(2-phenylethyl)chromone derivatives, as well as the selective antiproliferative activity of8against a multidrug-resistant tumor cell line.
authors.affiliation: School of Pharmaceutical Sciences, College of Medical, Pharmaceutical and Health Sciences, Kanazawa University, Kanazawa, Japan.
authors.forename: Airi
authors.initials: A
authors.lastname: Suzuki
authors.affiliation: School of Pharmaceutical Sciences, College of Medical, Pharmaceutical and Health Sciences, Kanazawa University, Kanazawa, Japan.
authors.forename: Katsunori
authors.initials: K
authors.lastname: Miyake
authors.affiliation: School of Pharmaceutical Sciences, College of Medical, Pharmaceutical and Health Sciences, Kanazawa University, Kanazawa, Japan.
authors.forename: Yohei
authors.initials: Y
authors.lastname: Saito
authors.affiliation: School of Pharmaceutical Sciences, College of Medical, Pharmaceutical and Health Sciences, Kanazawa University, Kanazawa, Japan.
authors.forename: Faradiba Abdul
authors.initials: FA
authors.lastname: Rasyid
authors.affiliation: Organic Chemistry in Life Science, Division of Food Science and Biotechnology, Graduate School of Agriculture, Kyoto University, Kyoto Japan.
authors.forename: Harukuni
authors.initials: H
authors.lastname: Tokuda
authors.affiliation: School of Pharmaceutical Sciences, College of Medical, Pharmaceutical and Health Sciences, Kanazawa University, Kanazawa, Japan.
authors.forename: Misa
authors.initials: M
authors.lastname: Takeuchi
authors.affiliation: Department of Complementary and Alternative Medicine, Clinical R&D, Graduate School of Medical Science, Kanazawa University, Kanazawa, Japan.
authors.forename: Nobutaka
authors.initials: N
authors.lastname: Suzuki
authors.affiliation: International Health & Welfare University Hospital, Nasushiobara, Tochigi, Japan.
authors.forename: Eiichiro
authors.initials: E
authors.lastname: Ichiishi
authors.affiliation: School of Pharmaceutical Sciences, College of Medical, Pharmaceutical and Health Sciences, Kanazawa University, Kanazawa, Japan.
authors.forename: Tetsuo
authors.initials: T
authors.lastname: Fujie
authors.affiliation: Division of Chemical Biology and Medicinal Chemistry, UNC Eshelman School of Pharmacy, University of North Carolina, Chapel Hill, North Carolina, USA.
authors.forename: Masuo
authors.initials: M
authors.lastname: Goto
authors.affiliation: School of Pharmaceutical Sciences, College of Medical, Pharmaceutical and Health Sciences, Kanazawa University, Kanazawa, Japan.
authors.forename: Yohei
authors.initials: Y
authors.lastname: Sasaki
authors.affiliation: School of Pharmaceutical Sciences, College of Medical, Pharmaceutical and Health Sciences, Kanazawa University, Kanazawa, Japan.
authors.forename: Kyoko
authors.initials: K
authors.lastname: Nakagawa-Goto
mesh_terms: D000956:Antigens, Viral / Q000378:metabolism; D000970:Antineoplastic Agents / Q000737:chemistry* / Q000302:isolation & purification / Q000494:pharmacology*; D000972:Antineoplastic Agents, Phytogenic / Q000737:chemistry / Q000302:isolation & purification / Q000494:pharmacology; D045744:Cell Line, Tumor; D002867:Chromones / Q000737:chemistry* / Q000302:isolation & purification / Q000494:pharmacology*; D019008:Drug Resistance, Neoplasm; D005419:Flavonoids / Q000737:chemistry / Q000494:pharmacology; D006801:Humans; D020128:Inhibitory Concentration 50; D010936:Plant Extracts / Q000737:chemistry / Q000494:pharmacology; D013755:Tetradecanoylphorbol Acetate / Q000031:analogs & derivatives / Q000494:pharmacology; D029645:Thymelaeaceae / Q000737:chemistry*
chemical_list: C554292:12-O-tetradecanoylphorbol-1,3-acetate; D000956:Antigens, Viral; D000970:Antineoplastic Agents; D000972:Antineoplastic Agents, Phytogenic; D002867:Chromones; C033305:Epstein-Barr virus early antigen; D005419:Flavonoids; D010936:Plant Extracts; C062550:2-(2-phenylethyl)chromone; D013755:Tetradecanoylphorbol Acetate