Roquefortine C

Roquefortine C is a mycotoxin that can be isolated from Penicillium species. Roquefortine C is an agonist of P-gp and an inhibitor of P450 3A and P450 1A. Roquefortine C can inhibit Gram-positive bacteria and also has certain neurotoxicity. Additionally, Roquefortine C can exert antitumor activity[1][2][3][4][5].

Product Specifications

CAS Number

[58735-64-1]

UNSPSC

12352005

Hazard Statement

H301+H311+H331

Target

Bacterial; c-Met/HGFR; Cytochrome P450; P-glycoprotein

Type

Natural Products

Related Pathways

Anti-infection; Membrane Transporter/Ion Channel; Metabolic Enzyme/Protease; Protein Tyrosine Kinase/RTK

Applications

COVID-19-immunoregulation

Field of Research

Cancer; Infection; Neurological Disease

Assay Protocol

https://www.medchemexpress.com/roquefortine-c.html

Purity

98.42

Solubility

DMSO : 10 mg/mL (ultrasonic; warming)

Smiles

O=C([C@](N1C/2=O)([H])C[C@]3(C(C)(C)C=C)[C@@]1([H])NC4=C3C=CC=C4)NC2=C\C5=CN=CN5

Molecular Formula

C22H23N5O2

Molecular Weight

389.45

Precautions

H301+H311+H331

References & Citations

[1]García-Rico RO, et al. Effect of a heterotrimeric G protein alpha subunit on conidia germination, stress response, and roquefortine C production in Penicillium roqueforti. Food Addit Contam. 2005 Apr;22 (4) :361-8.|[2]Mady MS, et al. The indole alkaloid meleagrin, from the olive tree endophytic fungus Penicillium chrysogenum, as a novel lead for the control of c-Met-dependent breast cancer proliferation, migration and invasion. Bioorg Med Chem. 2016 Jan 15;24 (2) :113-22.|[3]Tiwary AK, et al. Using roquefortine C as a biomarker for penitrem A intoxication. J Vet Diagn Invest. 2009 Mar;21 (2) :237-9.|[4]Aninat C, et al. Oxidative metabolism by P450 and function coupling to efflux systems: modulation of mycotoxin toxicity. Food Addit Contam. 2005 Apr;22 (4) :361-8.|[5]Deng XJ, et al. Hsa-miR-34a-5p reverses multidrug resistance in gastric cancer cells by targeting the 3'-UTR of SIRT1 and inhibiting its expression. Cell Signal. 2021 Aug;84:110016.