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Menadione sodium bisulfite

$52

  • Brand : BIOFRON

  • Catalogue Number : BN-O1388

  • Specification : 98%(HPLC)

  • CAS number : 130-37-0

  • Formula : C11H9NaO5S

  • Molecular Weight : 276.24

  • PUBCHEM ID : 23665888

  • Volume : 20mg

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Catalogue Number

BN-O1388

Analysis Method

Specification

98%(HPLC)

Storage

2-8°C

Molecular Weight

276.24

Appearance

Botanical Source

Structure Type

Category

SMILES

CC1(CC(=O)C2=CC=CC=C2C1=O)S(=O)(=O)[O-].[Na+]

Synonyms

hemodal/menadione sodium bisulfite/sodium 2-methyl-1,2,3,4-tetrahydronaphthalene-1,4-dione-2-sulfonate/kawitan/golagenk/kavitan/msbc/2-Methyl-1,4-naphthoquinone sodium bisulfite/Sodium 1,2,3,4-Tetrahydro-2-methyl-1,4-dioxo-2-naphthalenesulfonate/sodium 2-methyl-1,4-dioxo-1,2,3,4-tetrahydronaphthalene-2-sulfonate/Sodium 2-methyl-1,4-dioxo-1,2,3,4-tetrahydro-2-naphthalenesulfonate/MENADIONE SODIUM SULFONATE/kalzon/ido-k/2-Naphthalenesulfonic acid, 1,2,3,4-tetrahydro-2-methyl-1,4-dioxo-, sodium salt (1:1)/bisulfite sodique de menadione/klotogen/hykinone/vikasol/hemoklot/menadioni natrii bisulfis/bisulfito sodico de menadiona

IUPAC Name

sodium;2-methyl-1,4-dioxo-3H-naphthalene-2-sulfonate

Density

Solubility

Flash Point

Boiling Point

Melting Point

121-124ºC

InChl

InChl Key

XDPFHGWVCTXHDX-UHFFFAOYSA-M

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#:130-37-0) 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

30036601

Abstract

Protein misfolding and aggregation are associated with amyloidosis. The toxic aggregation of amyloid-β 1-42 (Aβ42) may disrupt cell membranes and lead to cell death and is thus regarded as a contributing factor in Alzheimer’s disease (AD). 1,4-naphthoquinone (NQ) has been shown to exhibit strong anti-aggregation effects on amyloidogenic proteins such as insulin and α-synuclein; however, its high toxicity and poor solubility limit its clinical application. Menadione sodium bisulfite (MSB, also known as vitamin K3), is used clinically in China to treat hemorrhagic diseases caused by vitamin K deficiency and globally as a vitamin K supplement. We hypothesized that MSB could inhibit amyloid formation since its backbone structure is similar to NQ. To test our hypothesis, we first investigated the effects of MSB on Aβ42 amyloid formation in vitro. We found that MSB inhibited Aβ42 amyloid formation in a dose dependent manner, delayed the secondary structural conversion of Aβ42 from random coil to ordered β-sheet, and attenuated the ability of Aβ42 aggregates to disrupt membranes; moreover, the quinone backbone rather than lipophilicity is esstial for the inhibitory effects of MSB. Next, in cells expressing a pathogenic APP mutation (Osaka mutation) that results in the formation of intraneuronal Aβ oligomers, MSB inhibited the intracellular aggregation of Aβ. Moreover, MSB treatment significantly extended the life span of Caenorhabditis elegans CL2120, a strain that expresses human Aβ42. Together, these results suggest that MSB and its derivatives may be further explored as potential therapeutic agents for the prevention or treatment of AD.

Copyright © 2018 Elsevier B.V. All rights reserved.

KEYWORDS

1,4-naphthoquinone; Aggregation; Amyloid; Aβ42; Caenorhabditis elegans; Menadione sodium bisulfite

Title

Menadione sodium bisulfite inhibits the toxic aggregation of amyloid-β(1-42).

Author

Zhang Y1, Zhao Y1, Wang Z1, Gong H1, Ma L1, Sun D2, Yang C1, Li Y1, Cheng B3, Petersen RB4, Jiang F1, Liu G2, Huang K5.

Publish date

2018 Oct

PMID

31366149

Abstract

Oxidative stress response protects organisms from deleterious effects of reactive oxygen species (ROS), which can damage cellular components and cause disturbance of the cellular homeostasis. Although the defensive biochemical mechanisms have been extensively studied in yeast and other filamentous fungi, little information is available about Aspergillus oryzae. We investigated the effect of two oxidant agents (menadione sodium bisulfite, MSB, and hydrogen peroxide, H2O2) on cellular growth and antioxidant enzyme induction in A. oryzae. Results indicated severe inhibition of biomass and conidia production when high concentration of oxidants was used. Transcriptomic analysis showed an up-regulated expression of genes involved in oxidoreduction, such as catalase, glutathione peroxidase, and superoxide dismutase. In addition, it was observed that oxidative stress stimuli enhanced the expression of Yap1 and Skn7 transcription factors. Further, metabolomic analysis showed that glutathione content was increased in the oxidative treatments when compared with the control. Moreover, the content of unsaturated fatty acid decreased with oxidative treatment accompanying with the down-regulated expression of genes involved in linoleic acid biosynthesis. This study provided a global transcriptome characterization of oxidative stress response in A. oryzae, and can offer multiple target genes for oxidative tolerance improvement via genetic engineering.

KEYWORDS

Aspergillus oryzae; antioxidant enzymes; fatty acids; glutathione; oxidative stress

Title

Oxidative Stress Response of Aspergillus oryzae Induced by Hydrogen Peroxide and Menadione Sodium Bisulfite.

Author

Shao H1,2, Tu Y1, Wang Y1, Jiang C1, Ma L1, Hu Z1, Wang J1, Zeng B3, He B4.

Publish date

2019 Jul 30

PMID

30257462

Abstract

Tumor growth is associated with elevated proteasome expression and activity. This makes proteasomes a promising target for antitumor drugs. Current antitumor drugs such as bortezomib that inhibit proteasome activity have significant side effects. The purpose of the present study was to develop effective low-toxic antitumor compositions with combined effects on proteasomes. For compositions, we used bortezomib in amounts four and ten times lower than its clinical dose, and chose menadione sodium bisulfite (MSB) as the second component. MSB is known to promote oxidation of NADH, generate superoxide radicals, and as a result damage proteasome function in cells that ensure the relevance of MSB use for the composition development. The proteasome pool was investigated by the original native gel electrophoresis method, proteasome chymotrypsin-like activity-by Suc-LLVY-AMC-hydrolysis. For the compositions, we detected 10 and 20 μM MSB doses showing stronger proteasome-suppressing and cytotoxic in cellulo effects on malignant cells than on normal ones. MSB indirectly suppressed 26S-proteasome activity in cellulo, but not in vitro. At the same time, MSB together with bortezomib displayed synergetic action on the activity of all proteasome forms in vitro as well as synergetic antitumor effects in cellulo. These findings determine the properties of the developed compositions in vivo: antitumor efficiency, higher (against hepatocellular carcinoma and mammary adenocarcinoma) or comparable to bortezomib (against Lewis lung carcinoma), and drastically reduced toxicity (LD50) relative to bortezomib. Thus, the developed compositions represent a novel generation of bortezomib-based anticancer drugs combining high efficiency, low general toxicity, and a potentially expanded range of target tumors.

KEYWORDS

Lewis lung carcinoma; acute toxicity; antitumor effect in vivo; bortezomib; hepatocellular carcinoma; mammary adenocarcinoma; menadione sodium bisulfite; proteasome forms; target and drug discovery

Title

Combined Effect of Bortezomib and Menadione Sodium Bisulfite on Proteasomes of Tumor Cells: The Dramatic Decrease of Bortezomib Toxicity in a Preclinical Trial.

Author

Astakhova TM1, Morozov AV2, Erokhov PA3, Mikhailovskaya MI4, Akopov SB5, Chupikova NI6, Safarov RR7, Sharova NP8.

Publish date

2018 Sep 25


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