PMID- 21761841 OWN - NLM STAT- MEDLINE DCOM- 20111213 LR - 20131121 IS - 1520-5118 (Electronic) IS - 0021-8561 (Linking) VI - 59 IP - 16 DP - 2011 Aug 24 TI - Antioxidative caffeoylquinic acids and flavonoids from Hemerocallis fulva flowers. PG - 8789-95 LID - 10.1021/jf201166b [doi] AB - Tumor necrosis factor-alpha (TNF-alpha)-induced reactive oxygen species (ROS) production in HepG2 was used to screen hepatocyte protective compounds from the flowers of Hemerocallis fulva. Three new polyphenols, n-butyl 4-trans-O-caffeoylquinate (1), kaempferol 3-O-alpha-L-rhamnopyranosyl(1-->6)[alpha-L-rhamnopyranosyl(1-->2)]-beta-D-galactopyranoside (2), and chrysoeriol 7-O-[beta-D-glucuronopyranosyl(1-->2)(2-O-trans-feruloyl)-beta-D-glucuronopyranoside (3), together with four caffeoylquinic acid derivatives (4-7), eight known flavones (8-15), one naphthalene glycoside, stelladerol (16), one tryptophan derivative (17), adenosine (18), and guanosine (19) were isolated from the bioactive fractions of the aqueous ethanol extract of H. fulva flowers. The structures of isolated compounds were characterized by means of spectroscopic data. Compounds 1-3 were described as first isolated natural products. Among the above-mentioned compounds, the caffeoylquinic acid derivatives are the major components with potent free radical scavenging activity in HepG2 cells and are for the first time isolated from H. fulva flowers. A convenient ultraperformance liquid chromatography (UPLC) method was also developed to simultaneously separate and identify caffeoylquinic acids and flavonoids promptly. FAU - Lin, Yun-Lian AU - Lin YL AD - National Research Institute of Chinese Medicine, Taipei, Taiwan. yllin@nricm.edu.tw FAU - Lu, Chung-Kuang AU - Lu CK FAU - Huang, Yeh-Jeng AU - Huang YJ FAU - Chen, Hong-Jhang AU - Chen HJ LA - eng PT - Journal Article DEP - 20110722 PL - United States TA - J Agric Food Chem JT - Journal of agricultural and food chemistry JID - 0374755 RN - 0 (Antioxidants) RN - 0 (Flavonoids) RN - 0 (Free Radical Scavengers) RN - 0 (Polyphenols) RN - 0 (caffeoylquinic acid) RN - 058C04BGYI (Quinic Acid) SB - IM MH - *Antioxidants/isolation & purification/pharmacology MH - Chromatography, High Pressure Liquid/methods MH - Flavonoids/chemistry/*isolation & purification/pharmacology MH - Flowers/*chemistry MH - Free Radical Scavengers MH - Hemerocallis/*chemistry MH - Hep G2 Cells MH - Humans MH - Polyphenols/chemistry/isolation & purification/pharmacology MH - Quinic Acid/*analogs & derivatives/isolation & purification/pharmacology EDAT- 2011/07/19 06:00 MHDA- 2011/12/14 06:00 CRDT- 2011/07/19 06:00 PHST- 2011/07/19 06:00 [entrez] PHST- 2011/07/19 06:00 [pubmed] PHST- 2011/12/14 06:00 [medline] AID - 10.1021/jf201166b [doi] PST - ppublish SO - J Agric Food Chem. 2011 Aug 24;59(16):8789-95. doi: 10.1021/jf201166b. Epub 2011 Jul 22.