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Chemical Compound Review:

AC1NQNNO (3S,6S,9S,12S,15R,18R,21R)- 15-[(2R)-butan...

Synonyms:

Souza, M.F. et al., Rao, V.S. et al., Souza, M.F. et al., Vieira, M.M. et al., Kazuma, K. et al., et al.

Kazuma, Kogawa, Noda, Kato, Suzuki,

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Disease relevance of Ternatin

Ternatin showed anti-inflammatory, hepatoprotection and gastroprotection properties, and, according to the NCI protocols, it showed moderate activity against HIV [1].
Ternatin might, therefore, be a suitable candidate for the chemoprevention of aflatoxicosis associated liver cancer [2].
To compare the classical uroprotective efficacy of mesna (2-mercaptoethanesulfonic acid) with ternatin (flavonoid isolated from Egletes viscosa Less.) in cyclophosphamide (CYP) and ifosfamide (IFS) induced hemorrhagic cystitis (HC) [3].

High impact information on Ternatin

Also, peritoneal macrophages from ternatin (25 mg/kg)-treated mice that were exposed to LPS demonstrated significantly less production of nitric oxide (NO) [4].
These results suggest that ternatin exerts its anti-inflammatory action, at least in part, through inhibition of neutrophil migration and modulation of macrophage function [4].
Taken together, these results point out a possible antidiarrhoeal effect of ternatin since inhibition of intestinal motility and secretion can greatly control clinical diarrhoea [5].
Inhibition by the bioflavonoid ternatin of aflatoxin B1-induced lipid peroxidation in rat liver [2].
Further, histological changes induced by aflatoxin B1 such as hepatocellular necrosis and bile-duct proliferation were markedly inhibited in animals pretreated with ternatin or vitamin E. These data provide evidence that ternatin inhibits lipid peroxidation and affords protection against liver damage induced by aflatoxin B1 [2].

Biological context of Ternatin

Molecular structures of two crystalline forms of the cyclic heptapeptide antibiotic ternatin, cyclo[-beta-OH-D-Leu-D-Ile-(NMe)Ala-(NMe)Leu-Leu-(NMe)Ala-D-(NMe)Ala-] [6].
All but ternatin caused substantial DNA damage and marked inhibition of 5-bromo-2'-deoxyuridine incorporation within 24 h [7].

Anatomical context of Ternatin

In the rat carrageenan pleurisy test, ternatin (25 and 50 mg/kg, ip) reduced the response to carrageenan at 5 h both by decreasing exudate volume (33-40%) and leukocyte number (60%) in 5-6-month old rats (N = 6 per group) [8].

Associations of Ternatin with other chemical compounds

Identification of delphinidin 3-O-(6''-O-malonyl)-beta-glucoside-3'-O-beta-glucoside, a postulated intermediate in the biosynthesis of ternatin C5 in the blue petals of Clitoria ternatea (butterfly pea) [9].

Gene context of Ternatin

In this study we investigated ternatin, a tetramethoxyflavone isolated from Egletes viscosa, for possible protection against liver injury induced by aflatoxin B1 in rats [2].
The inhibitory activity of ternatin was more potent on IgE-mediated PCA (47-79%) than on IgG (45-59%) [8].

References

Biologically active flavonoids and terpenoids from Egletes viscosa. Lima, M.A., Silveira, E.R., Marques, M.S., Santos, R.H., Gambardela, M.T. Phytochemistry (1996) [Pubmed]
Inhibition by the bioflavonoid ternatin of aflatoxin B1-induced lipid peroxidation in rat liver. Souza, M.F., Tomé, A.R., Rao, V.S. J. Pharm. Pharmacol. (1999) [Pubmed]
Ternatin, a flavonoid, prevents cyclophosphamide and ifosfamide-induced hemorrhagic cystitis in rats. Vieira, M.M., Macêdo, F.Y., Filho, J.N., Costa, A.C., Cunha, A.N., Silveira, E.R., Brito, G.A., Ribeiro, R.A. Phytotherapy research : PTR. (2004) [Pubmed]
Ternatin, an anti-inflammatory flavonoid, inhibits thioglycolate-elicited rat peritoneal neutrophil accumulation and LPS-activated nitric oxide production in murine macrophages. Rao, V.S., Paiva, L.A., Souza, M.F., Campos, A.R., Ribeiro, R.A., Brito, G.A., Teixeira, M.J., Silveira, E.R. Planta Med. (2003) [Pubmed]
Investigations on the gastroprotective and antidiarrhoeal properties of ternatin, a tetramethoxyflavone from Egletes viscosa. Rao, V.S., Santos, F.A., Sobreira, T.T., Souza, M.F., Melo, C.L., Silveira, E.R. Planta Med. (1997) [Pubmed]
Molecular structures of two crystalline forms of the cyclic heptapeptide antibiotic ternatin, cyclo[-beta-OH-D-Leu-D-Ile-(NMe)Ala-(NMe)Leu-Leu-(NMe)Ala-D-(NMe)Ala-]. Miller, R., Galitsky, N.M., Duax, W.L., Langs, D.A., Pletnev, V.Z., Ivanov, V.T. Int. J. Pept. Protein Res. (1993) [Pubmed]
Antiproliferative effects of compounds derived from plants of Northeast Brazil. Pessoa, C., Silveira, E.R., Lemos, T.L., Wetmore, L.A., Moraes, M.O., Leyva, A. Phytotherapy research : PTR. (2000) [Pubmed]
Anti-anaphylactic and anti-inflammatory effects of ternatin, a flavonoid isolated from Egletes viscosa Less. Souza, M.F., Rao, V.S., Silveira, E.R. Braz. J. Med. Biol. Res. (1992) [Pubmed]
Identification of delphinidin 3-O-(6''-O-malonyl)-beta-glucoside-3'-O-beta-glucoside, a postulated intermediate in the biosynthesis of ternatin C5 in the blue petals of Clitoria ternatea (butterfly pea). Kazuma, K., Kogawa, K., Noda, N., Kato, N., Suzuki, M. Chem. Biodivers. (2004) [Pubmed]

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