title: Flavonoids and a naphthopyranone from Eriocaulon ligulatum and their mutagenic activity.
abstract: A new acylated flavonoid, 6,4'-dimethoxyquercetin-3-O-beta-D-6''[3,4,5-trihydroxy (E)-cinnamoyl]glucopyranoside, and a naphthopyranone dimer, named eriocauline, together with 2 other known flavonoids, 6-methoxyapigenin-7-O-beta-D-glucopyranoside and 6-methoxyapigenin-7-O-beta-D-allopyranoside, have been isolated from the capitulae of Eriocaulon ligulatum. The compounds were identified using spectroscopic methods (HR-ESI-MS, and 1-D and 2-D NMR). The methanol extract exhibited mutagenic activity in the Salmonella/microsome assay, in strains TA100, TA97a and TA102 and for dichloromethane extract tested in strain TA98.
authors.affiliation: Department of Organic Chemistry, Instituto de Química de Araraquara, São Paulo State University (UNESP), São Paulo, Brazil.
authors.forename: Marcelo Aparecido
authors.initials: MA
authors.lastname: da Silva
authors.forename: Ana Paula Siqueira
authors.initials: AP
authors.lastname: Oliveira
authors.forename: Miriam
authors.initials: M
authors.lastname: Sannomiya
authors.forename: Paulo Takeo
authors.initials: PT
authors.lastname: Sano
authors.forename: Eliana Aparecida
authors.initials: EA
authors.lastname: Varanda
authors.forename: Wagner
authors.initials: W
authors.lastname: Vilegas
authors.forename: Lourdes Campaners
authors.initials: LC
authors.lastname: dos Santos
mesh_terms: D000107:Acetylation; D019281:Dimerization; D039262:Eriocaulaceae / Q000737:chemistry* / Q000235:genetics; D005419:Flavonoids / Q000737:chemistry / Q000302:isolation & purification / Q000494:pharmacology*; D009682:Magnetic Resonance Spectroscopy; D008861:Microsomes / Q000187:drug effects* / Q000378:metabolism; D015394:Molecular Structure; D009152:Mutagenicity Tests; D009281:Naphthalenes / Q000737:chemistry / Q000302:isolation & purification / Q000494:pharmacology*; D010936:Plant Extracts / Q000737:chemistry* / Q000494:pharmacology; D010946:Plants, Medicinal / Q000737:chemistry*; D011753:Pyrones / Q000737:chemistry / Q000302:isolation & purification / Q000494:pharmacology*; D012486:Salmonella typhimurium / Q000187:drug effects* / Q000235:genetics; D021241:Spectrometry, Mass, Electrospray Ionization
chemical_list: C526159:6,4'-dimethoxyquercetin-3-O-beta-D-6''(3,4,5-trihydroxy(E)-cinnamoyl)glucopyranoside; D005419:Flavonoids; D009281:Naphthalenes; D010936:Plant Extracts; D011753:Pyrones; C526160:eriocauline