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Maclurin

$680 $612

  • Brand : BIOFRON

  • Catalogue Number : BN-B1463

  • Specification : 98%(HPLC)

  • CAS number : 519-34-6

  • Formula : C13H10O6

  • Molecular Weight : 488.7

  • PUBCHEM ID : 68213

  • Volume : 5MG

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Catalogue Number

BN-B1463

Analysis Method

Specification

98%(HPLC)

Storage

-20℃

Molecular Weight

488.7

Appearance

Yellow powder

Botanical Source

This product is isolated and purified from the branch of Morus alba L.

Structure Type

Category

SMILES

C1=CC(=C(C=C1C(=O)C2=C(C=C(C=C2O)O)O)O)O

Synonyms

2,3',4,4',6-Pentahydroxybenzophenone/Patent Fustin/Maklurin/Morintannic acid/morintanico acid/C.I. Natural Yellow 11 (VAN)/Methanone, (3,4-dihydroxyphenyl)(2,4,6-trihydroxyphenyl)-/2,4,6,3',4'-pentahydroxy-benzophenone/Fustic extract/Maclurin/2,4,6,3',4'-Pentahydroxy-benzophenon/Laguncurin/Moritannic acid/3,4,2',4',6'-pentahydroxybenzophenone/C.I. Natural Yellow 11/Kino-yellow/(3,4-Dihydroxyphenyl)(2,4,6-trihydroxyphenyl)methanone

IUPAC Name

Applications

Density

1.6±0.1 g/cm3

Solubility

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

Flash Point

301.2±26.6 °C

Boiling Point

551.1±50.0 °C at 760 mmHg

Melting Point

222ºC

InChl

InChl Key

XNWPXDGRBWJIES-UHFFFAOYSA-N

WGK Germany

RID/ADR

HS Code Reference

Personal Projective Equipment

Correct Usage

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

Meta Tag

provides coniferyl ferulate(CAS#:519-34-6) 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

25630491

Abstract

Recent reports indicated that ROS is closely related with cancer metastasis. ROS targets major signaling molecules which are known to be involved in migration and invasion of cancer cells. Here we report that maclurin, a major phenolic component of ethanol extracted mulberry twigs, exerts anti-metastatic effect in A549 human non-small-cell lung cancer cells. Maclurin suppresses intracellular ROS level in A549 human non-small-cell lung cancer cells. Also, maclurin down-regulates Src and ERK, which are well known to be regulated with redox state. Suppressed Src/FAK and ERK signalings activate GSK3-β, thus inhibiting nuclear accumulation of β-catenin. As a result, transcriptional expressions of two major gelatinases (MMP-2 and MMP-9) were significantly down-regulated. Consequently, migration and invasion of A549 human non-small-cell lung cancer cells were attenuated. Anti-metastatic effect of maclurin on A549 human non-small-cell lung cancer cells were diminished by the treatment of hydrogen peroxide, thus further implicating that the effect of maclurin may be strongly related with its anti-oxidative activity. Thus, our data indicate that the anti-metastatic effect of maclurin is exerted by anti-oxidative activity and inhibition of Src/FAK-ERK-β-catenin signaling pathway.

Title

Maclurin suppresses migration and invasion of human non-small-cell lung cancer cells via anti-oxidative activity and inhibition of the Src/FAK-ERK-β-catenin pathway.

Author

Ku MJ1, Kim JH, Lee J, Cho JY, Chun T, Lee SY.

Publish date

2015 Apr

PMID

24973644

Abstract

Maclurin, an exceptional member of phytophenol family, was found to effectively protect against mesenchymal stem cells (MSCs) oxidative damage induced by hydroxyl radical (OH) at 62.1-310.5 μM. Antioxidant assays indicated that maclurin could efficiently protect DNA from OH-induced damage at 114.6-382.2 μM, and scavenge OH, DPPH (1,1-diphenyl-2-picrylhydrazyl radical), ABTS(+) (2,2′-azino-bis(3-ethylbenzothiazoline-6-sulfonic acid radical), and bind Cu(2+) (IC50 values were respectively 122.87 ± 10.14, 10.15 ± 0.85, 0.97 ± 0.07, and 133.95 ± 11.92 μM). HPLC-DAD and HPLC-ESI-MS/MS analyses of the end-product of maclurin reaction with DPPH clearly suggested that maclurin (m/z = 261.12 [M-H](-)) donated two hydrogen atoms to DPPH (m/z = 394.06 [M](+)) to form ortho-benzoquinone moiety (λmax = 364 nm; m/z = 259.06 [M-H](-), loss of m/z = 28) and DPPH2 molecule (m/z = 395.03, 396.01), via hydrogen atom transfer (HAT) or sequential electron (e) proton transfer (SEPT), not radical adduct formation (RAF) mechanisms. Therefore, we concluded that: (i) maclurin can effectively protect against OH-induced damages to DNA and MSCs, thereby it may have a therapeutic potential in prevention of many diseases or MSCs transplantation; (ii) a possible mechanism for maclurin to protect against oxidative damages is OH radical-scavenging; (iii) maclurin scavenges OH possibly through metal-chelating, and direct radical-scavenging which is mainly via HAT or SEPT mechanisms; and (iv) the protective and antioxidant effects of maclurin can be primarily attributed to ortho-dihydroxyl groups, and ultimately to the relative stability of the ortho-benzoquinone form.

Copyright © 2014 Elsevier Ireland Ltd. All rights reserved.

KEYWORDS

Antioxidant mechanism; Hydrogen atom transfer HAT; Hydroxyl radical; Maclurin; Ortho-benzoquinone; Sequential electron proton transfer SEPT

Title

Maclurin protects against hydroxyl radical-induced damages to mesenchymal stem cells: antioxidant evaluation and mechanistic insight.

Author

Li X1, Gao Y2, Li F3, Liang A2, Xu Z4, Bai Y3, Mai W2, Han L2, Chen D5.