Callistephin (chloride)

Callistephin (Pelargonidin 3-O-glucoside) chloride is an anthocyanin. Callistephin chloride regulates the expression of inflammatory (reducing iNOS/TNF-α/COX-2) and apoptosis-related proteins by inhibiting p38 phosphorylation, and enhances the protective effect of Isoflurane (HY-A0134) on microglial cell damage. Callistephin chloride significantly reduces ROS levels, eliminates DPPH free radicals, protects retinal pigment epithelial cells, and inhibits lipid peroxidation. Callistephin chloride can alleviate glutamate excitotoxicity, reduce neuronal apoptosis, and protect cerebellar granule neurons. Callistephin chloride can inhibit the proliferation and metastasis of breast cancer cells by inducing apoptosis[1][2][3][4][5][6].

Product Specifications

CAS Number

[18466-51-8]

Product Name Alternative

Pelargonidin-3-O-glucoside (chloride)

UNSPSC

12352005

Hazard Statement

H302, H315, H319, H335

Target

Apoptosis; COX; NO Synthase; p38 MAPK; Reactive Oxygen Species (ROS) ; TNF Receptor

Type

Natural Products

Related Pathways

Apoptosis; Immunology/Inflammation; MAPK/ERK Pathway; Metabolic Enzyme/Protease; NF-κB

Field of Research

Cancer; Inflammation/Immunology; Neurological Disease

Assay Protocol

https://www.medchemexpress.com/callistephin-chloride.html

Purity

98.02

Solubility

DMSO : ≥ 100 mg/mL|H2O : 50 mg/mL (ultrasonic)

Smiles

OC1=CC(O)=CC2=C1C=C(O[C@@H]3O[C@H](CO)[C@@H](O)[C@H](O)[C@H]3O)C(C4=CC=C(O)C=C4)=[O+]2.[Cl-]

Molecular Formula

C21H21ClO10

Molecular Weight

468.84

Precautions

H302, H315, H319, H335

References & Citations

[1]Bonarska-Kujawa D, et, al. Interaction of selected anthocyanins with erythrocytes and liposome membranes. Cell Mol Biol Lett. 2012 Jun;17 (2) :289-308. |[2]Zhao L, et al. Callistephin enhances the protective effects of isoflurane on microglial injury through downregulation of inflammation and apoptosis. Mol Med Rep. 2019 Jul;20 (1) :802-812.|[3]Yacout SM, Gaillard ER. The Anthocyanins, Oenin and Callistephin, Protect RPE Cells Against Oxidative Stress. Photochem Photobiol. 2017 Mar;93 (2) :590-599. |[4]Winter AN, et al. Chemical basis for the disparate neuroprotective effects of the anthocyanins, callistephin and kuromanin, against nitrosative stress. Free Radic Biol Med. 2017 Feb;103:23-34.|[5]Eroglu Ozkan E, et al. Antiproliferative effects of Turkish pomegranate (Punica granatum L.) extracts on MCF-7 human breast cancer cell lines with focus on antioxidant potential and bioactive compounds analyzed by LC-MS/MS. J Food Biochem. 2021 Sep;45 (9) :e13904.|[6]Ghasemi Moravej F, et al. The Effect of Callistephin on Amyloid Beta-Induced Neurotoxicity in the Hippocampus of Male Rats[J]. Anatomical Sciences, 2016, 13 (4) : 215-220.