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Corilagin

$78

  • Brand : BIOFRON

  • Catalogue Number : BF-C1016

  • Specification : 98%

  • CAS number : 23094-69-1

  • Formula : C27H22O18

  • Molecular Weight : 634.45

  • PUBCHEM ID : 73568

  • Volume : 20mg

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Catalogue Number

BF-C1016

Analysis Method

HPLC,NMR,MS

Specification

98%

Storage

2-8°C

Molecular Weight

634.45

Appearance

Light yellow crystalline powder

Botanical Source

Saururus chinensis,Phyllanthus emblica,Euphorbia fischeriana,Dimocarpus longan,Erodium stephanianum

Structure Type

Tannins

Category

Standards;Natural Pytochemical;API

SMILES

C1C2C(C(C(C(O2)OC(=O)C3=CC(=C(C(=C3)O)O)O)O)OC(=O)C4=CC(=C(C(=C4C5=C(C(=C(C=C5C(=O)O1)O)O)O)O)O)O)O

Synonyms

Benzoic acid, 3,4,5-trihydroxy-, (8R,10S,11R,12S,19R)-5,7,8,11,12,14-hexahydro-1,2,3,11,16,17,18,19-octahydroxy-5,14-dioxo-8,12-methano-10H-dibenzo[j,l][1,4,8]trioxacyclotetradecin-10-yl ester(1S,19R,21S,22R,23R)-6,7,8,11,12,13,22,23-Octahydroxy-3,16-dioxo-2,17,20-trioxatetracyclo[17.3.1.0.0]tricosa-4,6,8,10,12,14-hexaen-21-yl 3,4,5-trihydroxybenzoate/corilagin/1-O-Galloyl-3,6-hexahydroxydiphenol-b-D-Glucopyranose/1-O-Galloyl-3,6-hexahydroxydiphenol--D-Glucopyranose

IUPAC Name

[(1S,19R,21S,22R,23R)-6,7,8,11,12,13,22,23-octahydroxy-3,16-dioxo-2,17,20-trioxatetracyclo[17.3.1.04,9.010,15]tricosa-4,6,8,10,12,14-hexaen-21-yl] 3,4,5-trihydroxybenzoate

Density

2.1±0.1 g/cm3

Solubility

Methanol; Ethanol; Acetontrile; Acetone; Water

Flash Point

418.8±27.8 °C

Boiling Point

1280.8±65.0 °C at 760 mmHg

Melting Point

>200ºC dec

InChl

InChI=1S/C27H22O18/c28-9-1-6(2-10(29)16(9)32)24(39)45-27-22(38)23-19(35)13(43-27)5-42-25(40)7-3-11(30)17(33)20(36)14(7)15-8(26(41)44-23)4-12(31)18(34)21(15)37/h1-4,13,19,22-23,27-38H,5H2/t13-,19-,22-,23+,27+/m1/s1

InChl Key

TUSDEZXZIZRFGC-XIGLUPEJSA-N

WGK Germany

RID/ADR

HS Code Reference

2938900000

Personal Projective Equipment

Correct Usage

For Reference Standard and R&D, Not for Human Use Directly.

Meta Tag

provides coniferyl ferulate(CAS#:23094-69-1) MSDS, density, melting point, boiling point, structure, formula, molecular weight etc. Articles of coniferyl ferulate are included as well.>> amp version: coniferyl ferulate

PMID

29693193

Abstract

Corilagin, a gallotannin, is one of the major active components of many ethnopharmacological plants and exhibits antitumor, anti-inflammatory and antioxidative properties. In recent years, corilagin has provoked much attention due to its antitumor activity, yet the mechanisms attributed to its anticancer actions are largely unknown. In our previous research, our group reported that corilagin could inhibit the proliferation of hepatocellular carcinoma (HCC) cells by inducing G2/M phase arrest. In the present study, observation of the morphological changes showed that corilagin induced the apoptosis of HCC cells as determined by AO/EB and Hoechst 33258 staining assays. Furthermore, flow cytometric analysis was carried out to calculate the apoptotic rate which was 24.1% following treatment with corilagin (37.5 µM). At the molecular level, mitochondrial membrane potential assay and western blot analysis showed that the mitochondrial transmembrane potential was reduced and the rate of release of cytochrome c was increased, which led to the activation of caspase-9, caspase-3 and cleavage of PARP in the cytoplasm indicating activation of the mitochondrial apoptotic pathway. Moreover, following treatment with corilagin, we noted upregulation of Fas and FasL and activation of caspase-8 which represented activation of the death receptor pathway, and we also observed downregulation of Bcl-2 and survivin which was also attributed to the antitumor effect of corilagin. These results suggest that corilagin significantly induced the apoptosis of HCC cells through both the mitochondrial apoptotic pathway and the death receptor pathway, and corilagin is a potential complementary anticancer herbal drug for HCC therapy.

Title

Corilagin Induces the Apoptosis of Hepatocellular Carcinoma Cells Through the Mitochondrial Apoptotic and Death Receptor Pathways

Author

Yuan Deng 1 , Xudan Li 1 , Xuan Li 1 , Zhizhong Zheng 1 , Wen Huang 2 , Lianghua Chen 2 , Qingxuan Tong 2 , Yanlin Ming 1

Publish date

2018 Jun

PMID

29324311

Abstract

Corilagin, a gallotannin, is one of the major active components of many ethnopharmacological plants. It was isolated from Caesalpinia coriaria (Jacq.) Willd. (dividivi) by Schmidt in 1951 for the first time. In the past few decades, corilagin was reported to exhibit anti-tumor, anti-inflammatory and hepatoprotective activities, etc. However, little attention was paid to its pharmacological properties due to the complicated and inefficient extract method. In recent years, with the development of extraction technology corilagin was much easier to obtain than before. Thus, people return to pay attention to its anti-tumor, hepatoprotective, and anti-inflammatory activities, particularly as an anti-tumor agent candidate. Our research team had focused on the distribution, preparation and anti-tumor activity of corilagin since 2005. We found corilagin showed good anti-tumor activity on hepatocellular carcinoma and ovarian cancer. What’s more, corilagin showed a low level of toxicity toward normal cells and tissues. Due to the extensive attention that corilagin has received, we present a systematic review of the pharmacological effects of corilagin. In this review, we summarized all the pharmacological effects of corilagin with a focus on the molecular mechanism of anti-tumor activity and show you how corilagin affected the signaling pathways of tumor cells as well as its physicochemical properties, distribution and preparation methods.

Title

Corilagin, a Promising Medicinal Herbal Agent

Author

Xuan Li 1 , Yuan Deng 2 , Zhizhong Zheng 3 , Wen Huang 4 , Lianghua Chen 4 , Qingxuan Tong 4 , Yanlin Ming 5

Publish date

2018 Mar

PMID

31546767

Abstract

Corilagin (β-1-O-galloyl-3,6-(R)-hexahydroxydiphenoyl-d-glucose), an ellagitannin, is one of the major bioactive compounds present in various plants. Ellagitannins belong to the hydrolyzable tannins, a group of polyphenols. Corilagin shows broad-spectrum biological, and therapeutic activities, such as antioxidant, anti-inflammatory, hepatoprotective, and antitumor actions. Natural compounds possessing antitumor activities have attracted significant attention for treatment of cancer. Corilagin has shown inhibitory activity against the growth of numerous cancer cells by prompting cell cycle arrest at the G2/M phase and augmented apoptosis. Corilagin-induced apoptosis and autophagic cell death depends on production of intracellular reactive oxygen species in breast cancer cell line. It blocks the activation of both the canonical Smad and non-canonical extracellular-signal-regulated kinase/Akt (protein kinase B) pathways. The potential apoptotic action of corilagin is mediated by altered expression of procaspase-3, procaspase-8, procaspase-9, poly (ADP ribose) polymerase, and Bcl-2 Bax. In nude mice, corilagin suppressed cholangiocarcinoma growth and downregulated the expression of Notch1 and mammalian target of rapamycin. The aim of this review is to summarize the anticancer efficacy of corilagin with an emphasis on the molecular mechanisms involving various signaling pathways in tumor cells.

KEYWORDS

Corilagin; anticancer activity; bioavailability; safety evaluation; signaling pathways.

Title

Corilagin in Cancer: A Critical Evaluation of Anticancer Activities and Molecular Mechanisms

Author

Ashutosh Gupta 1 , Amit Kumar Singh 2 , Ramesh Kumar 3 , Risha Ganguly 4 , Harvesh Kumar Rana 5 , Prabhash Kumar Pandey 6 , Gautam Sethi 7 , Anupam Bishayee 8 , Abhay K Pandey 9

Publish date

2019 Sep 19


Description :

Corilagin, a gallotannin, is isolated from Caesalpinia coriaria (Jacq.) Willd. Corilagin inhibits activity of reverse transcriptase of RNA tumor viruses. Corilagin inhibits the growth of Staphylococcus aureus with a MIC of 25 μg/mL. Corilagin shows good anti-tumor activity on hepatocellular carcinoma and ovarian cancer. Corilagin shows a low level of toxicity toward normal cells and tissues[1]