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SML0610

Sigma-Aldrich

Nitidine chloride

≥97% (HPLC)

Synonyme(s) :

2,3-Dimethoxy-12-methyl-[1,3]benzodioxolo[5,6-c]phenanthridinium chloride, NSC 146397

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About This Item

Formule empirique (notation de Hill) :
C21H18NO4 · Cl
Numéro CAS:
Poids moléculaire :
383.82
Numéro MDL:
Code UNSPSC :
12352200
Nomenclature NACRES :
NA.77

Essai

≥97% (HPLC)

Forme

powder

Couleur

white to beige

Solubilité

DMSO: 1 mg/mL, clear (warmed)

Conditions d'expédition

wet ice

Température de stockage

−20°C

Chaîne SMILES 

C[N+]1=CC2=CC(OC)=C(OC)C=C2C3=CC=C4C=C5C(OCO5)=CC4=C31.[Cl-]

InChI

1S/C21H18NO4.ClH/c1-22-10-13-7-17(23-2)18(24-3)8-15(13)14-5-4-12-6-19-20(26-11-25-19)9-16(12)21(14)22;/h4-10H,11H2,1-3H3;1H/q+1;/p-1

Clé InChI

QLDAACVSUMUMOR-UHFFFAOYSA-M

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Actions biochimiques/physiologiques

Nitidine chloride is a natural product with anti-cancer activity.
Nitidine chloride is a natural product with anti-cancer activity. Its mechanism of action likely involves several pathways. Nitidine chloride has been found to inhibit topoisomerase I and topoisomerase II, induce cell apoptosis by activation of the caspase-dependent pathway, suppress c-Src/FAK associated signaling pathways and suppress Janus kinase 2/STAT3 signaling and the expression of STAT3-dependent target genes, including cyclin D1, Bcl-xL, and VEGF. Nitidine chloride has also been found to have anti-malaria activity.

Caractéristiques et avantages

This compound is featured on the Caspases, Fak and JAKs pages of the Handbook of Receptor Classification and Signal Transduction. To browse other handbook pages, click here.

Pictogrammes

Skull and crossbones

Mention d'avertissement

Danger

Mentions de danger

Conseils de prudence

Classification des risques

Acute Tox. 2 Oral

Code de la classe de stockage

6.1A - Combustible acute toxic Cat. 1 and 2 / very toxic hazardous materials

Classe de danger pour l'eau (WGK)

WGK 3

Point d'éclair (°F)

Not applicable

Point d'éclair (°C)

Not applicable


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Consulter la Bibliothèque de documents

X Wang et al.
Biochemistry, 37(8), 2691-2700 (1998-03-28)
The ability of DNA topoisomerase I to mediate the formation of structurally modified DNA duplexes was studied utilizing suicide substrates containing high-efficiency cleavage sites and acceptor oligonucleotides in which the 5'-terminal nucleotides were varied. When the substrates were nicked duplexes
Jie Feng et al.
Journal of chromatography. B, Analytical technologies in the biomedical and life sciences, 887-888, 43-47 (2012-02-11)
A new liquid chromatography-electrospray ionization-mass/mass spectrometry (LC-ESI-MS/MS) assay method has been developed and validated for the quantification of nitidine chloride (NC), an anti-cancer bioactive substance of Zanthoxylum nitidum (Roxb.) DC. plants, in rat plasma using carbamazepine as an internal standard
M Del Poeta et al.
Antimicrobial agents and chemotherapy, 43(12), 2862-2868 (1999-12-03)
The activities of a series of camptothecin and nitidine derivatives that might interact with topoisomerase I were compared against yeast and cancer cell lines. Our findings reveal that structural modifications to camptothecin derivatives have profound effects on the topoisomerase I-drug
Jun Liao et al.
International journal of molecular medicine, 32(1), 79-84 (2013-04-25)
Signal transducer and activator of transcription 3 (STAT3) is persistently activated in cancer cells and contributes to malignant progression in various types of cancer. The Janus-activated kinase (JAK) family phosphorylates STAT3 in response to stimulation by cytokines or growth factors.
S Zhang et al.
Zhong yao cai = Zhongyaocai = Journal of Chinese medicinal materials, 24(9), 649-650 (2002-01-22)
To determine the nitidine in different parts of Zanthoxylum nitidum (Roxb.) DC. HPLC method was used. The column was HYPERSIL BDS C18. The mobile phase was 0.02 mol/L monobasic potassium phosphate: acetonitrile (66:34). The detective wavelength was 328 nm. The

Articles

The focal adhesion kinase (FAK) is a cytoplasmic protein tyrosine kinase. FAK has been implicated as a downstream signaling molecule that functions in the control of several integrin-regulated biological processes.

Agents reported to activate cellular caspases include chemotherapeutic drugs, TNF receptor agonists, and other enzymes. Inhibitors of apoptosis were the first identified endogenous caspase inhibitors.

Src is the original member of a group of non-receptor protein-tyrosine kinases termed the Src family kinases (SFKs). Learn about the SFKs that, in humans, consist of eight members, a small group of atypical members, and two related kinases.

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