Flavonoids and a naphthopyranone from Eriocaulon ligulatum and their mutagenic activity.
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.
da Silva
Marcelo Aparecido
MA
Department of Organic Chemistry, Instituto de Química de Araraquara, São Paulo State University (UNESP), São Paulo, Brazil.
Oliveira
Ana Paula Siqueira
AP
Sannomiya
Miriam
M
Sano
Paulo Takeo
PT
Varanda
Eliana Aparecida
EA
Vilegas
Wagner
W
dos Santos
Lourdes Campaners
LC
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
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