Flavonolignans of Salsola collina

Syrchina, A. I.; Горшков, А. Г.; Shcherbakov, V. V.; Zinchenko, S. V.; Верещагин, А. Л.; Zaikov, K. L.; Semenov, A. A.

doi:10.1007/bf00630164

Cited by 20 publications

(17 citation statements)

References 4 publications

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“…Compounds 8 and 9 produced an identical reduction product when 7 00 -OH was reduced to H, as in the case of 2 and 3 to demonstrate that they were stereoisomers at 7 00 . Therefore The flavonolignans have been separated from the Chenopodiaceae, 9 Gramineae, 10 Compositae, 13,14 Flacourtiaceae, 15 Leguminosae, 16,17 Crassulaceae, 18 Scrophulariaceae, 19 and Labiatae 20 families, and most of those known flavonolignans are of hydnocarpin-type in which a transsubstituted 1,4-dioxane ring is formed between the flavonoid moiety and the guaiacylglyceryl moiety, as in silybin.…”

Section: Resultsmentioning

confidence: 99%

Six new flavonolignans from Sasa veitchii (Carr.) Rehder

Nakajima¹,

Yun²,

Kunugi³

2003

Tetrahedron

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Section: Resultsmentioning

confidence: 99%

Six new flavonolignans from Sasa veitchii (Carr.) Rehder

Nakajima¹,

Yun²,

Kunugi³

2003

Tetrahedron

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“…Mohamed et al [2002] reported that the 3 J H-7",8" coupling constant of the proton resonance of 4-O-8 neolignan diastereoisomers can be used to distinguish the erythro and threo forms of this class of compound. Moreover, the absolute configuration of compound 2 was determined from its optical rotation value ( +18.0 o ), suggesting that it has β and β configurations of both hydroxyl groups at C-7 and C-8, which is the same stereochemistry as that of salcolin B (compound 1) [Syrchina et al, 1992;Wenzig et al, 2005]. Finally, the structure of compound 2 was determined to be tricin-4'-O-[erythro-â-guaiacyl-(7''-Omethyl)-glyceryl] ether (2), that is 7''-methoxy salcolin B.…”

Section: Resultsmentioning

confidence: 99%

A New flavonolignan from the aerial Parts of Oryza sativa L. inhibits nitric oxide production in RAW 264.7 macrophage cells

Jeong

Lee

Cho

et al. 2011

J Korean Soc Appl Biol Chem

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Fresh and chopped aerial parts of Oryza sativa were extracted in 80% aqueous mehthanol, and the concentrated extract was successively partitioned using n-hexane, ethyl acetate (EtOAc), nbutanol, and H 2 O. From the EtOAc fraction, a new flavonolignan (2) and a known flavonolignan, salcolin B (1), were isolated through repeated SiO 2 and octadecyl silica gel column chromatography. Based on NMR, mass spectrometer, and IR spectroscopic data, the chemical structure of compound (2) was determined to be tricin-4'-O-[erythro-β-guaiacyl-(7''-O-methyl)-glyceryl] ether, which has thus far never been reported and was named salcolin C (2). Salcolin B (1) and salcolin C (2) dose-dependently inhibited nitric oxide production in RAW 264.7 cells with IC 50 values of 29.8±0.6 and 10.8±1.0 μM, respectively, without visible toxic effect.

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“…Compounds 2 and 3 are found to be stereoisomers due to the presence of two adjacent chiral centers. These compounds were originally reported in the aerial parts of Salsola collina (Chenopodiaceae) and also in Avena sativa L. of the Poaceae (Graminae) family [13,18]. Tricin is widely distributed in Gramineae plants.…”

Section: Anti-inflammatory Activitymentioning

confidence: 98%

Isolation, Characterization and Quantification of Tricin and Flavonolignans in the Medicinal Rice Njavara (Oryza sativa L.), as Compared to Staple Varieties

Mohanlal

Parvathy

Shalini

et al. 2011

Plant Foods Hum Nutr

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Njavara is an important medicinal rice variety of Kerala, India, widely used in Ayurveda as a 'health food' and in the treatment of rheumatoid arthritis, paralysis, neurodegenerative diseases and in rejuvenation therapy. Phytochemical investigations and spectroscopic studies of the diethyl ether fraction of methanolic extract of Njavara Black (NB) rice bran gave three important compounds namely, tricin and two rare flavonolignans- tricin 4'-O-(erythro-β-guaiacylglyceryl) ether and tricin 4'-O-(threo-β-guaiacylglyceryl) ether. The EC(50) values of these compounds in DPPH system were 90.39, 352.04 and 208.1 μg/ml, respectively. Quantification of the compounds by HPLC in NB and staple, non-medicinal rice varieties Sujatha (SJ) and Palakkadan Matta (PM) showed that tricin is present 39.64 and 16.12 fold higher in NB, compared to SJ and PM, respectively. This is the first report on the occurrence of tricin at significantly higher levels in Njavara and occurrence of the two flavonolignans in Oryza sativa species. Of the three compounds, tricin and the threo- form of flavonolignan showed anti-inflammatory effect of >65% after 5 h, at 2 mg/kg, in carrageenan-induced, paw edema experiments in rats. The results of the study corroborate with the preferential use of Njavara in indigenous medicine, over staple varieties.

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Flavonolignans of Salsola collina

Cited by 20 publications

References 4 publications

Six new flavonolignans from Sasa veitchii (Carr.) Rehder

Six new flavonolignans from Sasa veitchii (Carr.) Rehder

A New flavonolignan from the aerial Parts of Oryza sativa L. inhibits nitric oxide production in RAW 264.7 macrophage cells

Isolation, Characterization and Quantification of Tricin and Flavonolignans in the Medicinal Rice Njavara (Oryza sativa L.), as Compared to Staple Varieties

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