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Acacetin

About: Acacetin is a research topic. Over the lifetime, 442 publications have been published within this topic receiving 10458 citations. The topic is also known as: 5,7-Dihydroxy-2-(4-methoxyphenyl)-4-benzopyrone & Linarigenin.


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Journal ArticleDOI
TL;DR: The results suggest that BGL1 and BGL2 could be used to hydrolyze flavone glycosides to improve their inhibitory activities.

18 citations

Journal ArticleDOI
TL;DR: Results coupled with simulation studies modeling flavonoid interaction within the AhR binding pocket demonstrate that the orientation of the substituted phenyl ring at C-2 (flavones) or C-3 (is oflavones) on the common 4-H-chromene-4-one ring strongly influences the activities of isoflavones and flavones as AhR agonists.
Abstract: Many of the protective responses observed for flavonoids in the gastrointestinal track resemble aryl hydrocarbon receptor (AhR)-mediated effects. Therefore, we examined the structure-activity relationships of isoflavones and isomeric flavone and flavanones as AhR ligands on the basis of their induction of CYP1A1, CYP1B1, and UGT1A1 gene expression in colon cancer Caco2 cells and young adult mouse colonocyte (YAMC) cells. Caco2 cells were significantly more Ah-responsive than YAMC cells, and this was due, in part, to flavonoid-induced cytotoxicity in the latter cell lines. The structure-activity relationships for the flavonoids were complex and both response and cell context specific; however, there was significant variability in the AhR activities of the isomeric substituted isoflavones and flavones. For example, 4',5,7-trihydroxyisoflavone (genistein) was AhR-inactive whereas 4',5,7-trihydroxyflavone (apigenin) induced CYP1A1, CYP1B1, and UGT1A1 in Caco2 cells. In contrast, both 5,7-dihydroxy-4-methoxy substituted isoflavone (biochanin A) and flavone (acacetin) induced all three AhR-responsive genes; 4',5,7-trimethoxyisoflavone was a potent AhR agonist, and the isomeric flavone was AhR-inactive. These results coupled with simulation studies modeling flavonoid interaction within the AhR binding pocket demonstrate that the orientation of the substituted phenyl ring at C-2 (flavones) or C-3 (isoflavones) on the common 4-H-chromen-4-one ring strongly influences the activities of isoflavones and flavones as AhR agonists.

18 citations

Journal ArticleDOI
TL;DR: It is demonstrated that RAW264.7 macrophages exhibit TRAIL-R1 surface expression and that the tested compounds: chrysin, apigenin and acacetin can inhibit TRAIL -R1 death receptor expression level on macrophage.
Abstract: Expression level of Tumor Necrosis Factor—related apoptosis—inducing ligand (TRAIL) receptors is one of the most important factors of TRAIL-mediated apoptosis in cancer cells. We here report for the first time data concerning TRAIL-R1 and TRAIL-R2 receptor expression on RAW264.7 macrophages. Three substances belonging to flavones: chrysin, apigenin and acacetin which differ from their substituents at the 4' position in the phenyl ring were used in assays because of the variety of biological activities (e.g., anticancer activity) of the polyphenol compounds. The expression of TRAIL-R1 and TRAIL-R2 death receptors on non-stimulated and LPS (lipopolysaccharide)-stimulated macrophages was determined using flow cytometry. We demonstrate that RAW264.7 macrophages exhibit TRAIL-R1 surface expression and that the tested compounds: chrysin, apigenin and acacetin can inhibit TRAIL-R1 death receptor expression level on macrophages.

18 citations

Journal Article
TL;DR: Antifeedant activities of seven chemicals isolated from Ajuga nipponensis were examined in a bioassay against 3 rd instar larvae of Plutella xylostella and only apigenin showed effectiveness against Diamondback moth.
Abstract: Antifeedant activities of seven chemicals isolated from Ajuga nipponensis were examined in a bioassay against 3 rd instar larvae of Plutella xylostella. Five compounds (luteolin, stigmasterol, acacetin, 20-hydroxyecdysone and fraction 1) showed significant antifeedant activities, with the AFI50 values of 1935.02, 2515.94, 6589.58, 287.58, 2171.31µg/ml after 24h and 1853.20, 3812.24, 2581.43, 103.42, 1429.75µg/ml respectively after 48h of treatment. The synergistic effects of mixtures of secondary compounds were studied and antifeedant index was directly related to the component and the proportion of the mixture i.e., no synergism existed between luteolin and 20hydroxyecdysone mixture, but the values of CTC for fraction 1, stigmasterol, acacetin, luteolin and 20-hydroxyecdysone mixture were up to 627.07 and 111.72 after 24 and 48h, respectively. In addition, only apigenin showed effectiveness against Diamondback moth, with a high mortality percentage and low consumed leaf area when mixed with avermectins.

18 citations

01 Jan 2009
TL;DR: Results of an antimicrobial test showed that the methanolic extract of the P. dactylifera seeds moderately inhibited the growth of Gram-positive and Gram-negative bacteria.
Abstract: The methanolic extract of date palm (Phoenix dactylifera L.) seeds cultivated in El-Dakhla Oases, Egypt, was investigated for their phenolics and antimicrobial activity. Seven flavonoids were isolated and identified as isoquercetrin (1), luteolin 7-O--D-neohesperopyranoside 3-O-methylether (2), luteolin 7-O--D-neohesperopyranoside (3), acacetin 7-O--D-neohesperopyranoside (4), apigenin 7-O�-D-apiofuranoside (5), apigenin 7- O-�-D-apiofuranosyl-(1 2)-O--D-glucopyranoside (6) and genistein 8-C--D-glucopyranoside (7). The structures were determined mainly by spectroscopic methods (UV, 1 H-, 13 C-NMR, 2D-NMR). Results of an antimicrobial test showed that the methanolic extract of the P. dactylifera seeds moderately inhibited the growth of Gram-positive and Gram-negative bacteria.

18 citations


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Performance
Metrics
No. of papers in the topic in previous years
YearPapers
202320
202252
202127
202031
201923
201818