title: Biotransformation of the flavonoid tiliroside to 7-methylether tiliroside: bioactivity of this metabolite and of its acetylated derivative.
abstract: Incubation of kaempferol-3-O-beta-D-(6"-E-p-coumaroyl)-glucopyranoside (tiliroside) (1) with Aspergillus nidulans gives the 7-methyl ether of tiliroside (2) which is a new compound. Its structure is determined by spectroscopic methods. Cytotoxic studies of 2 and of its acetylated derivative 2a were carried out in vitro against fourteen human leukemic cell lines. Results clearly show that compound 2 is ineffective against all leukemic cell lines tested. On the contrary, compound 2a exhibited cytotoxic activity against four of the cell lines (HL60, DAUDI, HUT78 and MOLT3) and additionally, a dose- and time-dependent effect on DNA synthesis.
authors.affiliation: Department of Pharmacy, University of Athens, Greece.
authors.forename: C
authors.initials: C
authors.lastname: Demetzos
authors.forename: P
authors.initials: P
authors.lastname: Magiatis
authors.forename: M A
authors.initials: MA
authors.lastname: Typas
authors.forename: K
authors.initials: K
authors.lastname: Dimas
authors.forename: R
authors.initials: R
authors.lastname: Sotiriadou
authors.forename: S
authors.initials: S
authors.lastname: Perez
authors.forename: D
authors.initials: D
authors.lastname: Kokkinopoulos
mesh_terms: D000107:Acetylation; D001233:Aspergillus nidulans / Q000737:chemistry / Q000378:metabolism; D001578:Benzopyrans / Q000737:chemistry / Q000378:metabolism* / Q000494:pharmacology*; D001711:Biotransformation; D002455:Cell Division / Q000187:drug effects*; D004247:DNA / Q000096:biosynthesis*; D005419:Flavonoids; D006801:Humans; D009682:Magnetic Resonance Spectroscopy; D015394:Molecular Structure; D019384:Nucleic Acid Synthesis Inhibitors / Q000737:chemistry / Q000494:pharmacology*; D014407:Tumor Cells, Cultured
chemical_list: C108131:7-methylether tiliroside; D001578:Benzopyrans; D005419:Flavonoids; D019384:Nucleic Acid Synthesis Inhibitors; C052083:tiliroside; D004247:DNA