Showing papers on "Acacetin published in 2010"
TL;DR: Results proved acacetin might be offered further application as an antimetastatic agent by suppressing p38 MAPK signaling pathway and inhibiting NF-κB- or AP-1-binding activity.
Abstract: Acacetin (5,7-dihydroxy-4'-methoxyflavone), a flavonoid compound, has anti-peroxidative and anti-inflammatory effects. The effect of acacetin on antimetastasis in human prostate cancer DU-145 cells was investigated. First, the result demonstrated acacetin could exhibit an inhibitory effect on the abilities of the adhesion, invasion, and migration by cell-matrix adhesion assay, wound-healing assay, and Boyden chamber assay. Data also showed acacetin could inhibit the phosphorylation of p38 mitogen-activated protein kinase (p38 MAPK) involved in the downregulation of the expressions of matrix metalloproteinase-2 (MMP-2), matrix metalloproteinase-9 (MMP-9), and urokinase-type plasminogen activator (u-PA) at both the protein and mRNA levels. Next, acacetin significantly decreased the nuclear levels of nuclear factor kappa B (NF-kappaB), c-Fos, and c-Jun. Also, the treatment with acacetin to DU145 cells also leads to a dose-dependent inhibition on the binding ability of NF-kappaB and activator protein-1 (AP-1). Furthermore, the treatment of inhibitors specific for p38 MAPK (SB203580) to DU145 cells could cause reduced expressions of MMP-2, MMP-9, and u-PA. These results showed acacetin could inhibit the invasion and migration abilities of DU145 cells by reducing MMP-2, MMP-9, and u-PA expressions through suppressing p38 MAPK signaling pathway and inhibiting NF-kappaB- or AP-1-binding activity. These findings proved acacetin might be offered further application as an antimetastatic agent.
99 citations
TL;DR: Comparison of the flavonoid chemistry of leaves and flowers of R. pseudoacacia using LC-UV and LC-MS showed that flavone 7-O-glycosides, particularly of acacetin, predominated in the former, whereas the latter comprised mainly flavonol 3,7-di-o-glyCosides, including several examples new to this species.
57 citations
TL;DR: It was found that all these chromone derivatives (Chm‐OHs) dose‐dependently protected human erythrocytes against free‐radical‐induced haemolysis and also proved that the phenyl hydroxyl group attached to the chromone ring at 7‐position cannot trap the free radical.
Abstract: Icariin (2-(4'-methoxyl phenyl)-3-rhamnosido-5-hydroxyl-7-glucosido-8-(3'-methyl-2-butylenyl)-4-chromanone) is the major component in Herba Epimedii used in traditional Chinese medicine for the treatment of atherosclerosis. This work focuses on the antioxidative effect of icariin on free-radical-induced haemolysis of human erythrocytes, in which the initial free radical derives from the decomposition of 2,2'-azobis(2-amidinopropane hydrochloride) (AAPH) at physiological temperature. To reveal the structure-activity relationship of icariin, the antioxidant effects of two structural analogues of icariin, acacetin (2-(4'-methoxylphenyl)-5,7-dihydroxylchromone) and norwogonin (2-phenyl-5,7,8-trihydroxylchromone), on the same experimental system were examined as well. It was found that all these chromone derivatives (Chm-OHs) dose-dependently protected human erythrocytes against free-radical-induced haemolysis. The order of antioxidative activity was norwogonin > acacetin > icariin by the analysis of the relationship between the concentration of Chm-OHs and the prolongation percentage of the lag time of haemolysis (PP%). It was also proved that the phenyl hydroxyl group attached to the chromone ring at 7-position cannot trap the free radical. On the contrary, phenyl hydroxyl groups at the 5- and 8-position in norwogonin made it a significant antioxidant in AAPH-induced haemolysis. The more hydroxyl groups attached to the chromone ring, the higher the antioxidative activity in protecting erythrocytes against free-radical-induced peroxidation.
50 citations
TL;DR: Compared with ribavirin, EFMS appeared to have similar efficacy against influenza viruses, was considered to be less toxic and may warrant further evaluation as a possible agent for the treatment of influenza.
40 citations
TL;DR: The antimetastatic effects of acacetin on the TPA-induced A549 cells might be by reducing MMP-2 and u-PA expressions through inhibiting phosphorylation of JNK and reducing NF-kappaB and AP-1 binding activities.
Abstract: Acacetin (5,7-dihydroxy-4'-methoxyflavone), a flavonoid compound, has antiperoxidative and antiinflammatory effects. The effect of acacetin on 12-O-tetradecanoylphorbol-13-acetate (TPA)-induced MMPs and u-PA expressions in human lung cancer A549 cells was investigated. First, the result demonstrated acacetin could inhibit TPA-induced the abilities of the adhesion, invasion, and migration by cell-matrix adhesion assay and Boyden chamber assay. Data also showed acacetin could inhibit phosphorylation of c-Jun N-terminal kinase 1 and 2 (JNK1/2) involved in the down-regulating protein expressions and transcriptions of matrix metalloproteinase-2 (MMP-2) and urokinase-type plasminogen activator (u-PA) induced by TPA. Next, acacetin also strongly inhibited TPA-stimulated the nuclear levels of nuclear factor kappa B (NF-kappaB), c-Fos, and c-Jun. Also, a dose-dependent inhibition on the binding abilities of NF-kappaB and activator protein-1 (AP-1) by acacetin treatment was further observed. Further, the treatment of specific inhibitor for JNK (SP600125) to A549 cells could inhibit TPA-induced MMP-2 and u-PA expressions along with an inhibition on cell invasion and migration. Taken together, these results suggest the antimetastatic effects of acacetin on the TPA-induced A549 cells might be by reducing MMP-2 and u-PA expressions through inhibiting phosphorylation of JNK and reducing NF-kappaB and AP-1 binding activities.
34 citations
TL;DR: In this paper, the chemical constituents of the flowers of Chrysanthemum indicum were investigated by various column chromatographic methods and the structures of the structures were identified by spectral data.
Abstract: Objective To investigate the chemical constituents of the flowers of Chrysanthemum indicum Method The chemical constituents were isolated by various column chromatographic methods The structures were identified by spectral data Result Twelve compounds were isolated and identified as acacetin (1), tricin (2), 2',4'-dihydroxychalcone(3), 5-hydroxy-4',7-dimethoxyflavon(4),7hydroxyflavonone (5), isorhamnetin (6),5,6,7-trihydroxy- 3',4', 5'-trimethoxyflanon (7 ), quercetin (8) , (3 beta, 5 alpha, 6 beta, 7 beta, 14 beta)-eudesmen-3,5,6,11-tetrol (9), syringaresinol (10), liriodendrin (11), and genkwanin (12) Conclusion Compounds 3-7, 10-12 were isolated from this species for the first time, and compounds 3, 5, 7, 10, 11 were obtained from genus Chrysanthemum for the first time
12 citations
TL;DR: Compounds 1, 2, 4-7, 10 were isolated from the genus Pogostemon for the first time and identified as tilianin, diosmetin, and isocrenatoside.
Abstract: Objective To investigate the nonvolatile chemical constituents from the ethanol extract of the stems of Pogostemon cablin. Method The constituents were isolated and purified by repeated column chromatography on silica gel and Sephadex LH-20. Their structures were identified by physicochemical properties and spectroscopic analysis. Result Twelve compounds were isolated and identified as tilianin (1), diosmetin-7-O-beta-D-glucopyranoside (2), 3"-O-methylcrenatoside (3), uracil (4), soya-cerebroside I and II (5), agastachoside (6), apigenin-7-O-(3", 6"-di-(E) -p-coumaroyl) -beta-D-galactopyranoside (7), 5-hydroxy-3, 3', 4', 7- tetramethoxy flavone (8), 4', 5-dihydroxy-3, 3', 7-trimethoxyflavone (9), acacetin (10), crenatoside (11), isocrenatoside (12). Conclusion Compounds 1, 2, 4-7, 10 were isolated from the genus Pogostemon for the first time.
11 citations
TL;DR: In this article, 13 compounds from the flowers of Chrysanthemum indicum were isolated by chromatographic techniques. But none of them are known to have been extracted from the leaves of the plant.
Abstract: Thirteen compounds were isolated from the flowers of Chrysanthemum indicum by chromatographic techniques. Their structures were elucidated by spectroscopic methods as acacetin-7-0-beta-D-glucopyranoside (1), luteolin (2), luteolin-7-O-beta-D-glucopyranoside (3), acaciin (4), acacetin 7-0-(6"-0-alpha-L-rhamnopyranosyl)-beta-sophoroside (5), 3-0-caffeoylquinic acid (6), syringaresinol 0-beta-D-glucopyranoside (7), 5,7-dihydroxychromone (8), uracil (9), p-hydroxybenzoic acid (10), 4-0-beta-D-glucopyranosyloxybenzoic acid (11), boscialin (12), blumenol A (13). Compounds 5, 7, 8, 11-13 were isolated from C. indicum for the first time.
10 citations
TL;DR: The RP-HPLC method is quick, simple and repeatable for simultaneous determination of quercetin, luteolin, apigenin and acacetin in Flos Chrysanthemi Indici.
Abstract: Objective To develop a RP-HPLC method for the determination of quercetin, luteolin, apigenin and acacetin in Flos Chrysanthemi indici. Method An Eclipse XDB-C18 column (4.6 mm x 250 mm, 5 microm) was used at 25 degrees C with the mobile phases of methanol-0.2% phosphatic acid in a gradient manner. The flow rate was set at 1.0 mL x min(-1). The detection wavelength was 350 nm. Result The linear response ranged from 1.02-20.48 mg x L(-1) for quercetin (r = 0.9994, n = 5), 1.03-20.54 mg x L(-1) for luteolin (r = 0.9992, n = 5), 1.12-22.40 mg x L(-1) for apigenin (r = 0.9995, n = 5), 1.01-20.22 mg x L(-1) for acacetin (r = 0.9998, n = 5), respectively. Recoveries were 101.3% with RSD 1.3% for quercetin, 100.62% with RSD 1.4% for luteolin, 98.42% with RSD 1.7% for apigenin and 99.02% with RSD 0.8% for acacetin. A significant difference (alpha = 0.01) among the contents of four flavonoids and total flavonoids was found. Conclusion The method is quick, simple and repeatable for simultaneous determination of quercetin, luteolin, apigenin and acacetin in Flos Chrysanthemi Indici.
9 citations
TL;DR: Nine flavonoids were isolated and identified as luteolin-4'-O-beta-D-glucoside, acacetin, rutin, quercetin, and Isorhamnetin from Lysimachia paridiformis var.
Abstract: Nine flavonoids were isolated and identified as luteolin (1), luteolin-4'-O-beta-D-glucoside (2), acacetin-7-O-beta-D-glucoside (3), rutin (4), acacetin (5), quercetin (6), quercetin-3-O-beta-D-glucoside (7), kaempferol-3-O-beta-D-glucoside (8), Isorhamnetin-3-O-beta-D-glucoside(9) from Lysimachia paridiformis var. stenophylla, and all these compounds were isolated from this plant for the first time.
4 citations
Patent•
07 Sep 2010TL;DR: In this article, a method for treating or preventing human atrial arrhythmia (fibrillation) using the leading flavone compound acacetin, and its derivatives and analogues that inhibit the ultra-rapidly activating delayed rectifier potassium current (I Kur or I Ksus ), transient outward potassium (I to ), and acetylcholine-activated potassium current(I K.ACh ).
Abstract: This invention provides a method for treating or preventing human atrial arrhythmia (fibrillation) using the leading flavone compound acacetin, and its derivatives and analogues that inhibit the ultra-rapidly-activating delayed rectifier potassium current (I Kur or I Ksus ), transient outward potassium (I to ), and acetylcholine-activated potassium current (I K.ACh ).
TL;DR: In this article, the ethanol extract from the aerial parts of Blainvillea rhomboidea (Asteraceae) resulted in the isolation and characterization of 8β-tigloyloxy-grazielia acid, together with the flavonoids derrone, acacetin, luteolin and luteol 7-methyl ether, and p-(1methylethan-1-ol)-phenol.
Abstract: the ethanol extract from the aerial parts of Blainvillea rhomboidea (Asteraceae) resulted in the isolation and characterization of 8β-tigloyloxy-grazielia acid, together with the flavonoids derrone, acacetin, luteolin and luteolin 7-methyl ether, and p-(1-methylethan-1-ol)-phenol. The structures of all compounds were determined by spectroscopic methods (1H and 13C NMR and HREIMS) and comparison with published spectral data. The flavonoids luteolin and 7-O-metyl-luteolin, isolated from the active dichloromethane fraction, showed moderate cytotoxic activity.