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Eriosematin Sale

目录号 : GC38447

Eriosematin 是一种来自 Flemingia philippinensis 的根的化合物,具有抗增殖活性和诱导细胞凋亡的特性。

Eriosematin Chemical Structure

Cas No.:168010-17-1

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产品描述

Eriosematin is a compound from the roots of Flemingia philippinensis with antiproliferative activity and apoptosis-inducing property[1].

[1]. Kang WJ, et al. New chalcone and pterocarpoid derivatives from the roots of Flemingia philippinensis with antiproliferative activity and apoptosis-inducing property. Fitoterapia. 2016 Jul;112:222-8.

Chemical Properties

Cas No. 168010-17-1 SDF
Canonical SMILES O=C1C(C(O)=C(C=CC(C)(C)O2)C2=C3C/C=C(C)\C)=C3OC=C1
分子式 C19H20O4 分子量 312.36
溶解度 Soluble in DMSO 储存条件 Store at -20°C
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1 mM 3.2014 mL 16.0072 mL 32.0143 mL
5 mM 0.6403 mL 3.2014 mL 6.4029 mL
10 mM 0.3201 mL 1.6007 mL 3.2014 mL
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Research Update

Antidiarrhoeal activity of Eriosematin E isolated from the roots of Eriosema chinense Vogel

Phytomedicine 2017 Jan 15;24:127-133.PMID:28160852DOI:10.1016/j.phymed.2016.11.022.

Background: Roots of the plant Eriosema chinense Vogel (Fabaceae) is distributed mainly over the Eastern Himalayan region of India and China. The roots of the plant are used as a vegetable by the people of Northern Australia, China and North East India and are used traditionally by the tribal people of Meghalaya (India) for the treatment of diarrhoea. It has been reported to have significant antidiarrhoeal, cytotoxic and antimycobacterial activity. Purpose/objective: The present investigation was undertaken to isolate a lead molecule responsible for the observed antidiarrhoeal activity. Methods: Eriosematin E, a prenylated flavanone, was isolated using column chromatography and was characterized by comparing its melting point and spectroscopic data (UV, IR, 1H NMR, 13C NMR, Mass Spectra) from literature. Eriosematin E (2.5, 5 and 10mg/kg p.o.) was then screened for normal faecal excretion rate and castor oil-induced diarrhoea models in rats. Further, it was examined for small intestinal transit, intestinal fluid accumulation and PGE2 induced enteropooling models in rats. Biochemical estimations and Na+ and K+ concentration in intestinal fluid were also determined along with colonic histopathological studies. Results: The results illustrated a significant (P< 0.05) reduction in normal faecal output at 10mg/kg p.o. after 5th and 7thh of treatment and also showed maximum protection of 69.43% from diarrhoea in the castor oil-induced diarrhoea model. Significant results were also observed at the maximum effective dose of Eriosematin E (10mg/kg p.o.) in inhibiting peristaltic index (small intestinal transit) and reducing intestinal fluid volume of castor oil induced and PGE2 induced enteropooling models. Further, Eriosematin E restored all the alterations in biochemical parameters such as nitric oxide, protein, DNA, superoxide dismutase, catalase and lipid peroxidation. It also significantly recovered Na+ and K+ loss from body and confirmed its protective nature through the histopathological studies. Conclusion: The study corroborates the antidiarrhoeal potential of Eriosematin E which may be attributed to its antisecretory and antioxidant potential.

Identifying the mechanism of Eriosematin E from Eriosema chinense Vogel. for its antidiarrhoeal potential against Shigella flexneri-induced diarrhoea using in vitro, in vivo and in silico models

Microb Pathog 2020 Dec;149:104582.PMID:33086104DOI:10.1016/j.micpath.2020.104582.

The main objective of the present investigation was to mechanistically evaluate the potency of the root extract (EEC), its bioactive chloroform fraction (CEC) and Eriosematin E (ECM) isolated from Eriosema chinense against Shigella flexneri-induced sub-chronic model of infectious diarrhoea using in vitro, in vivo, and in silico methods. The in vitro antibacterial activity against pathogenic strain of S. flexneri demonstrated maximum effect of ECM followed by CEC and EEC in inhibiting growth of bacteria. Further, for in vivo evaluation, was carried out by inducing diarrhoea to the rats by administering oral suspension of S. flexneri to the animals, which was followed by treatment for a period of 6 days. EEC at 200, CEC at 100 and ECM at 10 mg/kg, p.o. showed promising effect, where EEC and ECM were found to be more effective showing maximum % protection on 6th day. Results also demonstrated a significant restoration of altered antioxidants, pro-inflammatory cytokines (IL-1β and TNF-α) expression, electrolyte balance, Na+/K+-ATPase activity and was also supported by histopathological examinations. Molecular docking study revealed that, Eriosematin E inactivated the protease activity of SepA, a protein secreted by Shigella, which is responsible for disruption of epithelial barrier integrity. Thus, the overall observation confirmed the role of Eriosematin E from E. chinense in treatment of Shigella flexneri-induced infectious diarrhoea.

The potency of Eriosematin E from Eriosema chinense Vogel. against enteropathogenic Escherichia coli induced diarrhoea using preclinical and molecular docking studies

Acta Trop 2019 May;193:84-91.PMID:30807750DOI:10.1016/j.actatropica.2019.02.025.

The main objective of the present study was to evaluate the potential of Eriosematin E (ECM) isolated from the roots of Eriosema chinense against enteropathogenic Escherichia coli (EPEC) induced diarrhoea. ECM isolated from the bioactive chloroform fraction of E. chinense was subjected to antidiarrhoeal evaluation on rats against diarrhoea, induced by the oral suspension of EPEC. The study included evaluation of behavioral parameters for 6 h and up to 24 h of induction, followed by estimation of water content, the density of EPEC in stools and evaluation of various blood parameters. Further, the colonic and small intestinal tissues were subjected to biochemical estimations, antioxidant evaluation, determination of ion concentration, Na+/K+ -ATPase activity, pro-inflammatory cytokines assessment and histopathology. Finally, the impact of ECM on Na+/K+-ATPase was studied through molecular docking studies. Significant antidiarrhoeal potential of ECM was demonstrated at 5 and 10 mg/kg, p.o., however, ECM at 10 mg/kg, p.o. was found to be more effective, as confirmed through higher % protection, density of EPEC in stools and water content of stools. ECM also significantly increased the level of WBC, Hb, platelets and revealed restoration of altered antioxidants, pro-inflammatory cytokines (IL-1β and TNF-α) status and also reactivated the suppressed Na+/K+-ATPase activity, which was also confirmed through docking studies showing H-bonding of hydroxyl group of ECM with amino acids Asp 190, Asn 167 and Glu 169 thus, maintaining proper electrolyte balance and also prevented epithelial tissue damage. The overall effect of ECM may be attributed to the decline in the elevated level of cytokines, inhibition in nitric oxide production and reactivation of Na+/K+-ATPase activity resulting in reduced intestinal secretion.

Polyphenols from Eriosema tuberosum

Phytochemistry 1995 Jul;39(5):1049-61.PMID:7662271DOI:10.1016/0031-9422(95)00052-9.

A dichloromethane extract of the roots of Eriosema tuberosum exhibited antifungal activity against Cladosporium cucumerinum and Candida albicans using TLC bioautography. Bioassay-directed fractionation led to the isolation of four new compounds, eriosemaones A-D, together with a known compound, flemichin-D, as the active constituents. Three inactive polyphenols were also isolated after methylation, together with one new chromone, Eriosematin. Structures were determined by spectroscopic analysis and from chemical evidence.

[Flavonoids from roots of Flemingia philippinensis]

Zhongguo Zhong Yao Za Zhi 2009 Mar;34(6):724-6.PMID:19624015doi

Objective: To investigate the chemical constituents of the roots of Flemingia philippinensis. Method: Silica gel, ODS silica gel and Sephadex LH-20 column chromatography were employed for the isolation and purification. The structures were identified on the basis of spectral data (MS, 1H-NMR and 13C-NMR) and chemical evidence. Result: Seven compounds were isolated from the 75% ethanolic extract of the roots of F. philippinensis and identified as follows: flemiphilippinin D (1), dorsmanins I (2), osajin (3), Eriosematin (4), lupinalbin A (5), genistein (6) and 3'-O-methylorobol (7). Conclusion: The compounds 2, 3 and 4 were isolated from the genus Flemingia for the first time. The compounds 2 and 4 were obtained from the Flemingia philippinensis for the first time.