Structure–activity relations of inhibitory effects of various flavonoids on lipopolysaccharide-induced prostaglandin E2 production in rat peritoneal macrophages: Comparison between subclasses of flavonoids

Takano-Ishikawa, Yuko; Goto, Masao; Yamaki, Kohji

doi:10.1016/j.phymed.2005.01.016

Cited by 80 publications

(54 citation statements)

References 22 publications

Supporting

Mentioning

Contrasting

Unclassified

Order By: Relevance

“…Conversely, we did not find quercetin to be a good choice for combinatorial treatment since its inhibition of NO was moderate and failed to give a strong inhibition of TNF-a and PGE 2 secretion and calculable IC 50 . We showed that morin and hesperidin produced reasonable inhibition of PGE 2 in this report whereas [23] showed no inhibitory effect upon PGE 2 secretion by rat peritoneal macrophages that received treatment prior to LPS induction, however, our IC 50 values for chrysin, kaempferol, and quercetin were not far off from theirs. Furthermore, kaempferol and morin were poor inhibitors of NO secretion from LPS-induced J774 cells [24] whereas we found both compounds to be strong inhibitors of NO.…”

Section: Discussionmentioning

confidence: 41%

Flavonoid combinations cause synergistic inhibition of proinflammatory mediator secretion from lipopolysaccharide-induced RAW 264.7 cells

et al. 2010

View full text Add to dashboard Cite

show abstract

Section: Discussionmentioning

confidence: 41%

Flavonoid combinations cause synergistic inhibition of proinflammatory mediator secretion from lipopolysaccharide-induced RAW 264.7 cells

et al. 2010

View full text Add to dashboard Cite

show abstract

“…Biochanin A (1) was previously reported to inhibit tyrosine kinase activity (Gaudette et al, 1990) and isoflavones such as daidzein and tectorigenin (7) were found to inhibit platelet cyclooxygenase (COX) (You et al, 1999). Takano-Ishikawa et al (2006) suggested that flavonoids, such as genistein (3) and apigenin (8) strongly inhibit PGE 2 production through suppression of COX-2 protein expression. Antioxidant effect of biochanin A (1), irisolidone (2) and genistein (3) have also been reported (Jun et al, 2005;Kang et al, 2007;Rufer and Kulling, 2006).…”

Section: Resultsmentioning

confidence: 99%

Anti-platelet effects of flavonoids and flavonoid-glycosides from Sophora japonica

Kim

Yun‐Choi

2008

Arch. Pharm. Res.

View full text Add to dashboard Cite

A methanol extract of Sophora japonica was subjected to anti-platelet activity guided fractionation affording the isolation of four flavonoids and six flavonoid-glycosides: biochanin A (1), irisolidone (2), genistein (3), sissotrin (4), sophorabioside (5), genistin (6), tectoridin (7), apigenin (8), quercitrin (9), and rutin (10). The structure of each compound was determined by a variety of spectroscopic methods. Among the compounds, 1, 3, and 7 showed approximately 2.5-6.5 fold greater inhibitory effects on arachidonic acid (AA) and U46619 induced platelet aggregation (IC50: 19.9 and 99.8 microM; 20.3 and 53.8 microM; 25.9 and 123.4 microM, respectively) than acetylsalicylic acid (ASA, IC50: 63.0 and 350.0 microM). Compound 2 was an approximately 22-40 fold stronger inhibitor than ASA on AA and U46619 induced aggregation (IC50: 1.6 and 15.6 microM, respectively).

show abstract

“…Although anti-inflammatory effects of narirutin was weak, but, its aglycone naringenin exhibited enough inhibitory effects (Figures 3-5). The difference in the inhibitory activity of narirutin and naringenin, in other word, glycosides and aglycone, may be partially explained by the difference in cell membrane permeability [23,24] . In this study, other structure-activity relations of inhibitory effects of tested flavonoids were not clear.…”

Section: Discussionmentioning

confidence: 99%

“…In this study, other structure-activity relations of inhibitory effects of tested flavonoids were not clear. For example, Takano-Ishikawa et al reported that C2-C3 double-bond and 4-oxo functional group of the C-ring in flavonoids are important factors for the high inhibition activities of prostaglandin E 2 (PGE 2 ) induction by LPS in rat peritoneal macrophages [23] .…”

Section: Discussionmentioning

confidence: 99%

Anti-inflammatory effects of flavonoids in Citrus jabara fruit peels

Azuma

Murakami²,

Azuma³

et al. 2018

Trends Immunother

View full text Add to dashboard Cite

Currently, about half of people in Japan suffer from allergic diseases. Thus, Citrus jabara fruits have been paid attention as one of quite effective anti-allergic functional foods. C. jabara is an endemic species originally grown only in Kitayama village, Wakayama prefecture in Japan. Although genetic characterization and diversity of various Citrus fruits including C. jabara were researched, but there is room for the study on flavonoids characteristics in C. jabara fruit. For the alleviation of allergic symptom, anti-inflammatory effects are also important. In this study, characteristics of flavonoids in C. jabara fruit peels, and the anti-inflammatory effects of these purified flavonoids were investigated. Our results revealed that C. jabara is a unique Citrus that almost all of flavonoids in fruit peels was narirutin. There was no Citrus species with a flavanone glycosides content ratio like C. jabara. Although anti-inflammatory effects of narirutin was weak, but its aglycone naringenin exhibited following inhibitory effects: nitric oxide synthesis (IC 50 = 105 μM), nitric oxide synthase induction, Interleukin-6 synthesis (IC 50 = 65 μM), and inducible soluble epoxide hydrolase activity (IC 50 = 267 μM). Since narirutin is deglycosylated to naringenin that is then absorbed by colonocytes, it is considered that narirutin exists like a prodrug and its aglycone naringenin works as an active form of anti-inflammatory effect in a living body at oral ingestion of C. jabara fruit peels. Keywords: Citrus jabara; anti-inflammatory effects; flavonoids; narirutin; naringenin ARTICLE INFO

show abstract

Structure–activity relations of inhibitory effects of various flavonoids on lipopolysaccharide-induced prostaglandin E2 production in rat peritoneal macrophages: Comparison between subclasses of flavonoids

Cited by 80 publications

References 22 publications

Flavonoid combinations cause synergistic inhibition of proinflammatory mediator secretion from lipopolysaccharide-induced RAW 264.7 cells

Flavonoid combinations cause synergistic inhibition of proinflammatory mediator secretion from lipopolysaccharide-induced RAW 264.7 cells

Anti-platelet effects of flavonoids and flavonoid-glycosides from Sophora japonica

Anti-inflammatory effects of flavonoids in Citrus jabara fruit peels

Contact Info

Product

Resources

About