Flavonoids and a Naphthopyranone from Eriocaulon ligulatum and Their Mutagenic Activity

• Published in: Chemical & pharmaceutical bulletin Vol. 55; no. 11; pp. 1635 - 1639
• Main Authors: Silva, Marcelo Aparecido da, Oliveira, Ana Paula Siqueira, Sannomiya, Miriam, Sano, Paulo Takeo, Varanda, Eliana Aparecida, Vilegas, Wagner, Santos, Lourdes Campaners dos
• Format: Journal Article
• Language: English
• Published: Japan The Pharmaceutical Society of Japan 01-11-2007; Japan Science and Technology Agency
• Subjects: Acetylation; Ames test; Dimerization; Eriocaulaceae; Eriocaulaceae - chemistry; Eriocaulaceae - genetics; Eriocaulon; Eriocaulon ligulatum; flavonoid; Flavonoids - chemistry; Flavonoids - isolation & purification; Flavonoids - pharmacology; high speed counter-current chromatography; Magnetic Resonance Spectroscopy; Microsomes - drug effects; Microsomes - metabolism; Molecular Structure; Mutagenicity Tests; Naphthalenes - chemistry; Naphthalenes - isolation & purification; Naphthalenes - pharmacology; naphthopyranone; Plant Extracts - chemistry; Plant Extracts - pharmacology; Plants, Medicinal - chemistry; Pyrones - chemistry; Pyrones - isolation & purification; Pyrones - pharmacology; Salmonella; Salmonella typhimurium - drug effects; Salmonella typhimurium - genetics; Spectrometry, Mass, Electrospray Ionization
• ISSN: 0009-2363; 1347-5223
• DOI: 10.1248/cpb.55.1635

A new acylated flavonoid, 6,4′-dimethoxyquercetin-3-O-β-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-β-D-glucopyranoside and 6-methoxyapigenin-7-O-β-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.