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Sanguinarine

$113

  • Brand : BIOFRON

  • Catalogue Number : BF-S1006

  • Specification : 98%

  • CAS number : 2447-54-3

  • Formula : C20H14NO4+

  • Molecular Weight : 332.334

  • PUBCHEM ID : 5154

  • Volume : 20mg

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Catalogue Number

BF-S1006

Analysis Method

HPLC,NMR,MS

Specification

98%

Storage

2-8°C

Molecular Weight

332.334

Appearance

White needle crystal

Botanical Source

herbs of Chelidonium majus

Structure Type

Alkaloids

Category

Standards;Natural Pytochemical;API

SMILES

C[N+]1=C2C(=C3C=CC4=C(C3=C1)OCO4)C=CC5=CC6=C(C=C52)OCO6

Synonyms

[1,3]Benzodioxolo[5,6-c]-1,3-dioxolo[4,5-i]phenanthridinium, 13-methyl-/Sanguinarin/sanquinarine/13-Methyl[1,3]benzodioxolo[5,6-c][1,3]dioxolo[4,5-i]phenanthridin-13-ium/SANGUINARINE/y-Chelerythrine/Sanguinarine Chloride/sanguninarine/Dimethylenedioxy benzphenanthridine/Pseudochelerythrine

IUPAC Name

24-methyl-5,7,18,20-tetraoxa-24-azoniahexacyclo[11.11.0.02,10.04,8.014,22.017,21]tetracosa-1(24),2,4(8),9,11,13,15,17(21),22-nonaene

Density

1.3463 (rough estimate)

Solubility

Limited solubility

Flash Point

Boiling Point

483.53°C (rough estimate)

Melting Point

205-215ºC

InChl

InChI=1S/C20H14NO4.NO3/c1-21-8-15-12(4-5-16-20(15)25-10-22-16)13-3-2-11-6-17-18(24-9-23-17)7-14(11)19(13)21;2-1(3)4/h2-8H,9-10H2,1H3;/q+1;-1

InChl Key

RBKBIPRGKKUAFZ-UHFFFAOYSA-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#:2447-54-3) MSDS, density, melting point, boiling point, structure, formula, molecular weight etc. Articles of coniferyl ferulate are included as well.>> amp version: coniferyl ferulate

PMID

31720595

Abstract

The amelioration of antibacterial efficacy along with the reduced minimum inhibitory concentration (MIC) of sanguinarine (SGR) drug have been demonstrated through the uptake of SGR by p-sulfonatocalix[6]arene functionalized silver nanoparticles. The large upward pKa shift and enhanced stability of SGR resulting from the favorable supra-nanomolecular strategy are deciphered into an improved antibacterial drug against different pathogenic micro-organisms including multi drug resistant bacteria.

Title

Cooperative enhancement of antibacterial activity of sanguinarine drug through p-sulfonatocalix[6]arene functionalized silver nanoparticles.

Author

Mehra C 1, Gala R , Kakatkar A , Kumar V , Khurana R , Chatterjee S , Kumar NN , Barooah N , Bhasikuttan AC , Mohanty J .

Publish date

2019 Nov 26

PMID

31634454

Abstract

Trichinellosis is a zoonotic parasitic disease caused by Trichinella spiralis, and it is also a widely prevalent foodborne parasitic disease. At present, albendazole and benzimidazole are the most commonly used therapeutic drugs for the clinical treatment of trichinellosis, but they have many side effects. Sanguinarine is a benzophenanthridine alkaloid that has biological activity, such as antibacterial, antitumour and antiparasitic activities. Therefore, the present study aimed to evaluate the anti-Trichinella effect of sanguinarine in vivo and in vitro. The results showed that sanguinarine had a lethal effect on muscle larvae, adults and new-borne larvae in vitro. The damage to adults treated with sanguinarine was observed by scanning electron microscopy. Sanguinarine could significantly reduce the burden of worms in mice during the pre-adult, migrating larva and encysted larva stages. The ratio of intestinal villus to crypt (V/C) in mice treated with sanguinarine was significantly higher than that in non-treated control mice. Compared with the non-treated control group, the sanguinarine-treated group exhibited a significantly increased number of small intestine goblet cells. The level of reactive oxygen species (ROS) in the serum of mice treated with sanguinarine was significantly higher than that of the control group mice in the pre-adult and encysted larva stages. This study suggests that sanguinarine is a potential drug against trichinellosis.

Copyright © 2019 Elsevier B.V. All rights reserved.

KEYWORDS

Antihelminth efficacy; Goblet cells; ROS; Sanguinarine; Trichinella spiralis

Title

Sanguinarine has anthelmintic activity against the enteral and parenteral phases of trichinella infection in experimentally infected mice.

Author

Huang H1, Yao J2, Liu K1, Yang W1, Wang G1, Shi C1, Jiang Y1, Wang J1, Kang Y1, Wang D1, Wang C3, Yang G4.

Publish date

2020 Jan

PMID

31519250

Abstract

Sanguinarine (Sang) is a natural alkaloid and distributed in several plants of Papaveraceae. The antitumor, antioxidant, antimicrobial and anti-inflammatory effects of Sang were extensively reported, but its speciality and mechanism against Lepidoptera insects were still unknown. In this study, detailed toxicological parameters of Sang against silkworms, Bombyx mori (B. mori), were determined by a toxicological test. Then, a nuclear magnetic resonance-based (NMR) metabolomics method was adopted to analyze the changes in hemolymph metabolites of silkworms after feeding Sang. The growth of fourth-instar larvae was significantly ceased by the oral administration of 0.05-0.3% Sang and vast deaths appeared in 0.3% Sang group on Day 4 and Day 5. The quantitative analysis of metabolites indicated that trehalose and citrate levels in hemolymph were increased after 24 h of feeding 0.3% Sang, whereas the concentrations of pyruvate, succinate, malate and fumarate were decreased. In addition, the enzymatic determination and reverse transcription quantitative PCR (RT-qPCR) showed that the trehalase (THL) activity and the transcriptional level of one gene coding THL were uniformly weakened by 0.3% Sang. One of the important mechanisms of Sang against silkworms might be interpreted as follows. Sang impaired trehalose hydrolysis, reduced THL activity and transcription, and led to the inhibition of energy metabolism, consequent antigrowth and high lethality in larvae of B. mori. Our findings offered new insights into the insecticidal effect of Sang from the perspective of energy metabolism and provided the basis for the application of Sang in the control of Lepidoptera pests.

Copyright © 2019 Elsevier Inc. All rights reserved.

KEYWORDS

Energy metabolism; NMR; Sanguinarine; Silkworm; Trehalose

Title

Sanguinarine caused larval lethality and growth inhibition by suppressing energy metabolism in silkworms, Bombyx mori.

Author

Li P1, Hu JW2, Wen CW3, Hang Y2, Zhou ZH3, Xie M3, Lv JC3, Wang CM3, Huang YH4, Xu JP5, Deng MJ6.

Publish date

2019 Oct;


Description :

Sanguinarine, a benzophenanthridine alkaloid derived from the root of Sanguinaria Canadensis, can stimulate apoptosis via activating the production of reactive oxygen species (ROS). Sanguinarine-induced apoptosis is associated with the activation of JNK and NF-κB.