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Chemical Compound Review:

AG-E-29523 5,7-dihydroxy-3-(3,4,5- trihydroxy-6-methyl...

Synonyms: NSC-19803, CTK8G1222, NSC 19803, HMS2269N23, AC1NS1KW, ...

Ko, C.H. et al., Meotti, F.C. et al., Ko, C.H. et al., Shimizu, R. et al., Ferreira, A.C. et al., et al.

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Disease relevance of Myricitroside

The intraperitoneal (i.p.) treatment with myricitrin (30mg/kg) significantly decreased the paw withdrawal response in persistent neuropathic and inflammatory pain and decreased mouse paw edema [1].
Furthermore, myricetin, but not myricitrin, suppressed TPA-induced invasion of COLO 205 cells in an in vitro invasion assay using Engelbreth-Holm-Swarm sarcoma tumor extract Matrigel-coated Transwells [2].

High impact information on Myricitroside

Myricitrin strongly reduced MPO activity, returning to basal levels; however, it did not reduce neutrophils migration [1].
Western blot analysis revealed that myricitrin treatment fully prevented the protein kinase C (PKC) alpha and PKCepsilon activation by PMA in mice hind paws [3].
In addition, myricitrin treatment decreased morphological alterations to the epidermis and dermis papilar of mouse paw [1].
The degree of TPO inhibition produced by the aqueous solution of the flavonoids was very high, with a 50% inhibition of the original TPO activity (IC(50)) obtained at 1.97 microM mearnsitrin and at 2.88 microM myricitrin [4].
In the present study, myricetin (ME) but not its respective glycoside, myricitrin (MI; myricetin-3-O-rhamnose) reduced the viability of human leukemia HL-60 cells via apoptosis, characterized by the occurrence of DNA ladders and hypodiploid cells [5].

Biological context of Myricitroside

Four myricitrin galactosides were isolated from the reaction products by column chromatography, and their molecular structures were identified by using ESI-MS, (1)H-NMR, (13)C-NMR, (1)H-(1)H COSY, (1)H-(13)C HMQC and (1)H-(13)C HMBC analysis [6].
For the evaluation of the structure-activity relationship of 5,7-dihydroxyflavones, myricitrin (5) from Juglans mandshurica also tested for it's anti-complement activity and is inactive in this assay system [7].
Addition of myricetin but not myricitrin suppressed TPA-induced MMP-2 protein expression in COLO 205 cells by blocking the TPA-induced events, including translocation of PKCalpha from cytosol to membrane, phosphorylation of ERK1/2 protein, and induction of c-Jun protein expression [2].

Anatomical context of Myricitroside

Myricitrin was not conjugated by Caco-2 cells [8].

Gene context of Myricitroside

In contrast, no inhibitory effect of MMP-2 protein expression or enzyme activity was observed in myricitrin (myricetin-3-rhamnoside)-treated cells [2].

References

Anti-allodynic property of flavonoid myricitrin in models of persistent inflammatory and neuropathic pain in mice. Meotti, F.C., Missau, F.C., Ferreira, J., Pizzolatti, M.G., Mizuzaki, C., Nogueira, C.W., Santos, A.R. Biochem. Pharmacol. (2006) [Pubmed]
Myricetin inhibits matrix metalloproteinase 2 protein expression and enzyme activity in colorectal carcinoma cells. Ko, C.H., Shen, S.C., Lee, T.J., Chen, Y.C. Mol. Cancer Ther. (2005) [Pubmed]
Analysis of the antinociceptive effect of the flavonoid myricitrin: evidence for a role of the L-arginine-nitric oxide and protein kinase C pathways. Meotti, F.C., Luiz, A.P., Pizzolatti, M.G., Kassuya, C.A., Calixto, J.B., Santos, A.R. J. Pharmacol. Exp. Ther. (2006) [Pubmed]
Inhibition of thyroid peroxidase by Myrcia uniflora flavonoids. Ferreira, A.C., Neto, J.C., da Silva, A.C., Kuster, R.M., Carvalho, D.P. Chem. Res. Toxicol. (2006) [Pubmed]
Mitochondrial-dependent, reactive oxygen species-independent apoptosis by myricetin: roles of protein kinase C, cytochrome c, and caspase cascade. Ko, C.H., Shen, S.C., Hsu, C.S., Chen, Y.C. Biochem. Pharmacol. (2005) [Pubmed]
Enzymatic Production of Highly Soluble Myricitrin Glycosides Using beta-Galactosidase. Shimizu, R., Shimabayashi, H., Moriwaki, M. Biosci. Biotechnol. Biochem. (2006) [Pubmed]
Flavonoids from the leaves of Litsea japonica and their anti-complement activity. Lee, S.Y., Min, B.S., Kim, J.H., Lee, J., Kim, T.J., Kim, C.S., Kim, Y.H., Lee, H.K. Phytotherapy research : PTR. (2005) [Pubmed]
Transepithelial permeability of myricitrin and its degradation by simulated digestion in human intestinal Caco-2 cell monolayer. Yokomizo, A., Moriwaki, M. Biosci. Biotechnol. Biochem. (2005) [Pubmed]

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