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Matairesinol

$864

  • Brand : BIOFRON

  • Catalogue Number : BD-D1265

  • Specification : 98%(HPLC)

  • CAS number : 580-72-3

  • Formula : C20H22O6

  • Molecular Weight : 358.4

  • PUBCHEM ID : 119205

  • Volume : 5MG

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Catalogue Number

BD-D1265

Analysis Method

HPLC,NMR,MS

Specification

98%(HPLC)

Storage

2-8°C

Molecular Weight

358.4

Appearance

Powder

Botanical Source

Structure Type

Lignans

Category

SMILES

COC1=C(C=CC(=C1)CC2COC(=O)C2CC3=CC(=C(C=C3)O)OC)O

Synonyms

(3R,4R)-3,4-bis[(4-hydroxy-3-methoxyphenyl)methyl]oxolan-2-one

IUPAC Name

(3R,4R)-3,4-bis[(4-hydroxy-3-methoxyphenyl)methyl]oxolan-2-one

Applications

Density

1.3±0.1 g/cm3

Solubility

Soluble in Chloroform,Dichloromethane,Ethyl Acetate,DMSO,Acetone,etc.

Flash Point

212.3±22.2 °C

Boiling Point

593.0±45.0 °C at 760 mmHg

Melting Point

InChl

InChI=1S/C20H22O6/c1-24-18-9-12(3-5-16(18)21)7-14-11-26-20(23)15(14)8-13-4-6-17(22)19(10-13)25-2/h3-6,9-10,14-15,21-22H,7-8,11H2,1-2H3/t14-,15+/m0/s1

InChl Key

MATGKVZWFZHCLI-LSDHHAIUSA-N

WGK Germany

RID/ADR

HS Code Reference

2932990000

Personal Projective Equipment

Correct Usage

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

Meta Tag

provides coniferyl ferulate(CAS#:580-72-3) MSDS, density, melting point, boiling point, structure, formula, molecular weight etc. Articles of coniferyl ferulate are included as well.>> amp version: coniferyl ferulate

No Technical Documents Available For This Product.

PMID

31255282

Abstract

Neuroblastoma (NB) is a neuroendocrine tumor derived from neural crest cells. Approximately 90% of cases occur in children less than 5 years old. The amplification of MYCN correlates with high-risk neuroblastoma and patients with MYCN amplified showed poorer prognosis than those without MYCN amplification. In this study, three compounds isolated from Juniperus oblonga showed anti-proliferative activity against NB cell lines with and without tetracycline inducible MYCN over-expression which were identified as (-)-deoxypodophyllotoxin (1), (-)-matairesinol (2) and (+)-isocupressic acid (3). The effects of compounds 2 and 3 in NB cells included a decrease in NB cell viability and induction of apoptosis. Compound 1 was more effective in NB cells over-expressing MycN. Compound 1 also showed almost 2-fold induction of intracellular free calcium levels in M2(+) cells, which may indicate a different mechanism of action for this compound. Cytotoxicity studies against the human embryonic kidney cell (HEK-293) showed compounds 1, 2 and 3 were ineffective in the non-cancer cells at concentrations approximating their IC50 against the NB cell lines. These results may lead to safer and more effective treatment options for NB patients especially for those with high-risk NB.

KEYWORDS

Apoptosis; Calcium signaling; Juniperus oblonga; MYCN2 amplification; Neuroblastoma.

Title

Potential anti-neuroblastoma agents from Juniperus oblonga

Author

Yilin Qiao 1, Nathan K Sunada 2, Alyssa E Hatada 2, Ingo Lange 2, Manana Khutsishvili 3, Valida Alizade 4, Daniel Atha 5, Dana-Lynn Ko'omoa-Lange 2, Robert P Borris 6

Publish date

2019 Aug 27;

PMID

29691116

Abstract

Background: Radix Wikstroemia indica (RWI), named “Liao Ge Wang” in Chinese, is a kind of toxic Chinese herbal medicine (CHM) commonly used in Miao nationality of South China. “Sweat soaking method” processed RWI could effectively decrease its toxicity and preserve therapeutic effect. However, the underlying mechanism of processing is still not clear, and the Q-markers database for processed RWI has not been established.

Purpose: Our study is to investigate and establish the quality evaluation system and potential Q-markers based on “effect-toxicity-chemicals” relationship of RWI for quality/safety assessment of “sweat soaking method” processing.

Methods: The variation of RWI in efficacy and toxicity before and after processing was investigated by pharmacological and toxicological studies. Cytotoxicity test was used to screen the cytotoxicity of components in RWI. The material basis in ethanol extract of raw and processed RWI was studied by UPLC-Q-TOF/MS. And the potential Q-markers were analyzed and predicted according to “effect-toxicity-chemical” relationship.

Results: RWI was processed by “sweat soaking method”, which could preserve efficacy and reduce toxicity. Raw RWI and processed RWI did not show significant difference on the antinociceptive and anti-inflammatory effect, however, the injury of liver and kidney by processed RWI was much weaker than that by raw RWI. The 20 compounds were identified from the ethanol extract of raw product and processed product of RWI using UPLC-Q-TOF/MS, including daphnoretin, emodin, triumbelletin, dibutyl phthalate, Methyl Paraben, YH-10 + OH and matairesinol, arctigenin, kaempferol and physcion. Furthermore, 3 diterpenoids (YH-10, YH-12 and YH-15) were proved to possess the high toxicity and decreased by 48%, 44% and 65%, respectively, which could be regarded as the potential Q-markers for quality/safety assessment of “sweat soaking method” processed RWI.

Conclusion: A Q-marker database of processed RWI by “sweat soaking method” was established according to the results and relationship of “effect-toxicity-chemicals”, which provided a scientific evidence for processing methods, mechanism and the clinical application of RWI, also provided experimental results to explore the application of Q-marker in CHM.

KEYWORDS

Chinese herbal medicine processing; Q-marker; Sweat soaking method; Wikstroemia indica.

Title

Exploring the Q-marker of "sweat soaking method" processed radix Wikstroemia indica: Based on the "effect-toxicity-chemicals" study

Author

Guo Feng 1, Yun-Long Chen 2, Wei Li 3, Lai-Lai Li 3, Zeng-Guang Wu 2, Zi-Jun Wu 2, Yue Hai 2, Si-Chao Zhang 2, Chuan-Qi Zheng 3, Chang-Xiao Liu 2, Xin He 4

Publish date

2018 Jun 1;

PMID

29156979

Abstract

Hairy root culture is a promising alternative method for the production of secondary metabolites. In this study, transformed root of Linum usitatissimum was established using Agrobacterium rhizogenes A4 strain from root cultures for lignans, phenolic acids and antioxidant capacity determination. Total lignin content (secoisolariciresinol diglucoside, secoisolariciresinol and matairesinol) was 55.5% higher in transformed root cultures than in the non-transformed root culture. Secoisolariciresinol was detected in higher concentration (2.107 μmol/g DM) in the transformed root culture than non-transformed culture (1.099 μmol/g DM). Secoisolariciresinol diglucoside and matairesinol were exclusively detected in the transformed root culture, but were not found in the non-transformed root culture. The overall production of phenolic acids in transformed roots was approximately 3.5 times higher than that of the corresponding non-transformed culture. Free radical scavenging DPPH˙ and ABTS˙+ assays showed 2.9-fold and 1.76-fold higher anti-oxidant activity in transformed root culture as compared to non-transformed.

KEYWORDS

Agrobacterium rhizogenes; Linum usitatissimum; antioxidant capacity; hairy root culture; lignans; phenolic acids.

Title

Determination of lignans, phenolic acids and antioxidant capacity in transformed hairy root culture of Linum usitatissimum

Author

Ahmed M M Gabr 1 2, Hoda B Mabrok 3, Emam A Abdel-Rahim 4, Mohamed K El-Bahr 1, Iryna Smetanska 2

Publish date

2018 Aug