527-17-3
Chemical Structure
Duroquinone
Synonym(s): Tetramethylquinone
- CAS No.: 527-17-3
- Formula:C10H12O2
- Molecular Weight:164.20
IUPAC Name: 2,3,5,6-tetramethylcyclohexa-2,5-diene-1,4-dione
InChIKey: WAMKWBHYPYBEJY-UHFFFAOYSA-N
SMILES: O=C1C(C)=C(C)C(C(C)=C1C)=O
Biological Activity: Duroquinone (Tetramethylquinone) is a redox-active ubiquinone analog. Duroquinone exhibits highly efficient electron transfer activity in biological systems and can mediate a variety of transmembrane and enzymatic redox reactions. As an artificial electron donor or acceptor, Duroquinone directly inserts into and interferes with the mitochondrial respiratory chain and the chloroplast photosynthetic electron transport chain, thereby regulating or redirecting specific electron flows and the intracellular generation and metabolism of reactive oxygen species (ROS). Duroquinone also possesses antiparasitic activity. Duroquinone can be used in research on root-knot nematode infection, hypoxia/ischemia, non-small cell lung cancer, and liver cancer[1][2][3][4][5][6][7][8].
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Duroquinone | 99.85% | Duroquinone (Tetramethylquinone) is a redox-active ubiquinone analog. Duroquinone exhibits highly efficient electron transfer activity in biological systems and can mediate a variety of transmembrane and enzymatic redox reactions. As an artificial electron donor or acceptor, Duroquinone directly inserts into and interferes with the mitochondrial respiratory chain and the chloroplast photosynthetic electron transport chain, thereby regulating or redirecting specific electron flows and the intracellular generation and metabolism of reactive oxygen species (ROS). Duroquinone also possesses antiparasitic activity. Duroquinone can be used in research on root-knot nematode infection, hypoxia/ischemia, non-small cell lung cancer, and liver cancer. | ||||||||||||||||||||
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References
- [1]. Heine T, et al. Human cytochrome P450 reductase can act as a source of endogenous oxidative DNA damage and genetic instability. Free radical biology & medicine. 2006 Mar 01;40(5):801-7. [Content Brief]
- [2]. Mould RR, et al. Cell-cell death communication by signals passing through non-aqueous environments: A reply. Results in Chemistry. 2022 Jan 1;4:100538.
- [3]. Tan AS, et al. Differential effects of redox-cycling and arylating quinones on trans-plasma membrane electron transport. BioFactors (Oxford, England). 2008;34(3):183-90. [Content Brief]
- [4]. Kim CS, et al. Inactivation of mitochondrial electron transport by photosensitization of a pheophorbide a derivative. Molecules and cells. 2004 Apr 30;17(2):347-52. [Content Brief]
- [5]. Molinari S. Dose-dependent effects of antioxidants on root-knot nematode infection in vegetable crops and dosage standardization for preventive measures. Agronomy. 2023 Mar 3;13(3):746.
- [6]. Wilde GJ, et al. Differential vulnerability of the CA1 and CA3 subfields of the hippocampus to superoxide and hydroxyl radicals in vitro. Journal of neurochemistry. 1997 Aug;69(2):883-6.
- [7]. Stulpinas A, et al. Study of Bioreductive Anticancer Agent RH-1-Induced Signals Leading the Wild-Type p53-Bearing Lung Cancer A549 Cells to Apoptosis. Chemical research in toxicology. 2016 Jan 19;29(1):26-39.
- [8]. Nemeikaitė-Čėnienė A, et al. Cytotoxicity of anticancer aziridinyl-benzoquinones in murine hepatome MH22a cells: the properties of RH1-resistant subline. Chemija. 2015;26(1):46-50.
