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Questiomycin A

Catalog No. T36818   CAS 1916-59-2

Questiomycin A is an antibiotic produced in crème fraiche with antibacterial and anticancer activities. Questiomycin A suppresses expression of GRP78, a cell-protective ER chaperone protein.

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Questiomycin A Chemical Structure
Questiomycin A, CAS 1916-59-2
Pack Size Availability Price/USD Quantity
10 mg In stock $ 50.00
25 mg In stock $ 89.00
50 mg In stock $ 129.00
100 mg In stock $ 185.00
200 mg In stock $ 264.00
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Biological Description
Chemical Properties
Storage & Solubility Information
Description Questiomycin A is an antibiotic produced in crème fraiche with antibacterial and anticancer activities. Questiomycin A suppresses expression of GRP78, a cell-protective ER chaperone protein.
In vitro Questiomycin A reduces the increased intracellular pH in a variety of cancer cell lines, as well as in HUVECs and HELs[2]. Questiomycin A is cytotoxic to a variety of cancer cells, including MCF-7, A549, MIA PaCa-2, and LoVo-1 cells (IC50s = 1.67, 5.48, 7.16, and 20.03 μM, respectively) as well as human umbilical vein endothelial cells (HUVECs) but not human embryonic lung fibroblast cells (HELs; IC50s = 16.06 and >50 μM, respectively)[5].
In vivo The anti-metastatic effects of Questiomycin A were investigated in C56BL/6 mice. When B16 melanoma cells were injected into the tail veins of mice, significant metastasis of the cells was indicated in the lungs, 14 days after treatment. In contrast, when 0.5 mg/kg Questiomycin A was administered to mice through the tail veins, once simultaneously with or every three days after the administration of B16 melanoma cells, the number of metastasized pulmonary cells was extremely reduced. Moderate reduction of the number of metastasized pulmonary cells was indicated in the mice with a single dose of Questiomycin A on day 3 after injection of the cells. However, when Questiomycin A was administered in a single dose, 6 or 9 days after the injection of the cells, the number of metastasized pulmonary cells remained the same. The metastasis of mouse B16 melanoma cells to the lung was significantly inhibited in mice administered Questiomycin A, which activated the intrinsic and extrinsic apoptotic pathways[3].
Molecular Weight 212.2
Formula C12H8N2O2
CAS No. 1916-59-2

Storage

Powder: -20°C for 3 years | In solvent: -80°C for 1 year

Solubility Information

DMSO: 3 mg/mL

DMF: 2 mg/mL

DMSO:PBS (pH 7.2) (1:20): 0.04 mg/mL

TargetMolReferences and Literature

1. Machihara K, et al. Questiomycin A stimulates sorafenib-induced cell death via suppression of glucose-regulated protein 78. Biochem Biophys Res Commun. 2017 Oct 7;492(1):33-40. 2. Che XF, et al. 2-Aminophenoxazine-3-one and 2-amino-4,4α-dihydro-4α,7-dimethyl-3H-phenoxazine-3-one cause cellular apoptosis by reducing higher intracellular pH in cancer cells. Proc Jpn Acad Ser B Phys Biol Sci. 2011;87(4):199-213. 3. Hongo T, et al. 2-aminophenoxazine-3-one prevents pulmonary metastasis of mouse B16 melanoma cells in mice. J Pharmacol Sci. 2010;114(1):63-8. 4. Gallo A, et al. Co-Occurrence of Regulated and Emerging Mycotoxins in Corn Silage: Relationships with Fermentation Quality and Bacterial Communities. Toxins (Basel). 2021 Mar 23;13(3):232. 5. Shimizu S, et al. Phenoxazine compounds produced by the reactions with bovine hemoglobin show antimicrobial activity against non-tuberculosis mycobacteria. Tohoku J Exp Med. 2004 May;203(1):47-52. 6. Janić Hajnal E, et al. Mycotoxins in maize harvested in Serbia in the period 2012-2015. Part 2: Non-regulated mycotoxins and other fungal metabolites. Food Chem. 2020 Jul 1;317:126409.

Related compound libraries

This product is contained In the following compound libraries:
Anti-Cancer Active Compound Library Microbial Natural Product Library GPCR Compound Library Human Metabolite Library Bioactive Compound Library Natural Product Library for HTS Anti-Bacterial Compound Library Endocrinology-Hormone Compound Library Anti-Tumor Natural Product Library Bioactive Compounds Library Max

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Keywords

Questiomycin A 1916-59-2 Endocrinology/Hormones GPCR/G Protein Microbiology/Virology GPR Antibacterial inhibitor inhibit

 

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