Glucosylsterols in extracts of Euryale ferox identified by high resolution NMR and mass spectrometry.

Zhao, Hua; Zhao, Shouxun; Sun, Chenglong; Guillaume, Dominique

doi:10.1016/s0022-2275(20)38246-8

Cited by 17 publications

(8 citation statements)

References 9 publications

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“…Notably, recent clinical studies showed Qianshi or preparations containing Qianshi, taking a formula consisting of Qianshi and the fruits of Rosa laevigata as an example, are able to reduce proteinuria, a typical syndrome of diabetic nephropathy. − However, to date, little is known about the mechanism of the therapeutic effect. Previous papers revealed that the seeds contain tocopherol trimers, cyclic dipeptides, glucosylsterols and cerebrosides. , Biological studies indicated that the seed extract showed significant antioxidant activity and cardioprotective property by inducing TRP32 and Trx-1 protein expression and scavenging reactive oxygen species . Most recently, cerebrosides from the seeds were shown to be cytotoxic in the brine shrimp lethality bioassay .…”

Section: Introductionmentioning

confidence: 99%

Isolation and Identification of Compounds Responsible for Antioxidant Capacity of Euryale ferox Seeds

Song

Wang

Zhou

et al. 2011

J. Agric. Food Chem.

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Euryale ferox seed is consumed medicinally or for food in China. The present study revealed it to contain significant antioxidant activity, which may be associated with its medical applications as a proteinuria inhibitor of diabetic nephropathy. This study resulted in the identification of 3 new sesquineolignans, named euryalins A-C (1-3), and 16 known compounds, which were all first isolated from this plant apart from 5,7,4-trihydroxy-flavanone. The antioxidant potential of the partial isolates was evaluated using the DPPH radical scavenging assay and mesangial cellular assay. Compounds 2, rel-(2α,3β)-7-O-methylcedrusin (4), syringylglycerol-8-O-4-(sinapyl alcohol) ether (5), and (+)-syringaresinol (7) were found to be most active on DPPH assay, whereas compounds 2, 4, 7, (1R,2R,5R,6S)-2-(3,4-dimethoxyphenyl)-6-(3,4-dihydroxyphenyl)-3,7-dioxabicyclo[3.3.0]octane, and buddlenol E could significantly inhibit high glucose-stimulated reactive oxygen species production in mesangial cells. The results suggested that E. ferox seed could be considered as an excellent source of natural antioxidants and is useful in the prevention of diabetic nephropathy.

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Section: Introductionmentioning

confidence: 99%

Isolation and Identification of Compounds Responsible for Antioxidant Capacity of Euryale ferox Seeds

Song

Wang

Zhou

et al. 2011

J. Agric. Food Chem.

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“…Euryale ferox Salisb. (Nymphaeaceae) is an important characteristic aquatic vegetable in China, with high economic value and medical value [ 36 , 37 ]. It is very healthy food, abundant in nutritional and bioactive compounds such as carbohydrates, protein, flavonoids, vitamins, minerals and polyphenols.…”

Section: Introductionmentioning

confidence: 99%

EfABI4 Transcription Factor Is Involved in the Regulation of Starch Biosynthesis in Euryale ferox Salisb Seeds

Zhu

Liu

et al. 2022

IJMS

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Starch is the final product of photosynthesis and the main storage form in plants. Studies have shown that there is a close synergistic regulatory relationship between ABA signal transduction and starch biosynthesis. In this study, we employed RNA sequencing (RNA-Seq) to investigate transcriptomic changes of the Euryale ferox seeds treated by exogenous ABA. The differentially expressed genes engaged in the “Starch and sucrose” and “TCA cycle” pathway. Furthermore, the key transcription factor EfABI4 in ABA signaling pathway and the key genes of starch biosynthesis (EfDBE1, EfSBE2, EfSS1, EfSS2, EfSS3, EfSS4 and EfGBSS1) were significantly up-regulated. Further, the Euryale ferox plant was treated with ABA, it was found that the total starch content of Euryale ferox seeds at different development stages was significantly higher than that of the control, and the key genes of starch synthesis in Euryale ferox seeds were also significantly up-regulated. Finally, yeast one-hybrid and dual luciferase assay proved that EfABI4 can promote the expression of EfSS1 by directly binding to its promoter. Subcellular localization results showed that EfABI4 protein was located at the nucleus and EfSS1 protein was located in the cytomembrane. These findings revealed that ABA promotes starch synthesis and accumulation by mediating EfABI4 to directly promote EfSS1 gene expression, which is helpful for understanding starch synthesis in seeds.

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“…Recent studies showed that E. ferox could reduce myocardial ischemic reperfusion injury and exhibits immunostimulant activity . The seeds of E. ferox contain an extraordinarily high content of tocopherols, which may play a role in the antioxidative activity of this plant. , Glucosylsterols and cerebrosides were isolated from the rhizomes and adventitious roots of E. ferox . , …”

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confidence: 99%

“…Two new cerebrosides, ferocerebrosides A (1) [(2S,3R,4E,8E,2′R)-1-O-(β-glucopyranosyl)-N-(2′-hydroxydocosanoyl)-4,8-sphingadienine] and B (2) [(2S,3R,4E,8E,2′R)-1-O-(β-glucopyranosyl)-N-(2′-hydroxytetracosanoyl)-4,8-sphingadienine], two new tocopherol trimers, ferotocotrimers C ( 5) and D (6), and two known tocopherol trimers, IVb (3) and IVa (4), were isolated from the seeds of Euryale ferox. Their structures were determined on the basis of spectroscopic data, especially 1D and 2D NMR experiments.…”

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confidence: 99%

“…4,5 Glucosylsterols and cerebrosides were isolated from the rhizomes and adventitious roots of E. ferox. 6,7 This study describes the isolation and structural elucidation of two new cerebrosides (1 and 2), two known tocopherol trimers (3 and 4), and two new tocopherol trimers (5 and 6) from the seeds of E. ferox. The cytotoxicity of compounds 1-6 determined by the brine shrimp lethality bioassay is also reported.The dried and powdered seeds of E. ferox were extracted with MeOH, and removal of solvent from the extract gave a brown residue.…”

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confidence: 99%

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Cerebrosides and Tocopherol Trimers from the Seeds of Euryale ferox

Row

Chen

2007

J. Nat. Prod.

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Two new cerebrosides, ferocerebrosides A (1) [(2S,3R,4E,8E,2'R)-1-O-(beta-glucopyranosyl)-N-(2'-hydroxydocosanoyl)-4,8-sphingadienine] and B (2) [(2S,3R,4E,8E,2'R)-1-O-(beta-glucopyranosyl)-N-(2'-hydroxytetracosanoyl)-4,8-sphingadienine], two new tocopherol trimers, ferotocotrimers C (5) and D (6), and two known tocopherol trimers, IVb (3) and IVa (4), were isolated from the seeds of Euryale ferox. Their structures were determined on the basis of spectroscopic data, especially 1D and 2D NMR experiments. Compounds 1 and 2 showed cytotoxicity in the brine shrimp lethality bioassay, with LC50 values of 0.17 and 0.20 mM, respectively.

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Glucosylsterols in extracts of Euryale ferox identified by high resolution NMR and mass spectrometry.

Cited by 17 publications

References 9 publications

Isolation and Identification of Compounds Responsible for Antioxidant Capacity of Euryale ferox Seeds

Isolation and Identification of Compounds Responsible for Antioxidant Capacity of Euryale ferox Seeds

EfABI4 Transcription Factor Is Involved in the Regulation of Starch Biosynthesis in Euryale ferox Salisb Seeds

Cerebrosides and Tocopherol Trimers from the Seeds of Euryale ferox

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