3H-1,2-Dithiole-3-thione
3H-1,2-dithiole-3-thione (D3T) is a phase II enzyme inducer and sulfur donor originally found in cruciferous vegetables; it exhibits antioxidative, neuroprotective, and chemopreventive activities. In vitro, D3T increases levels of glutathione and activity of NADH quinone oxidoreductase (NQO1), protecting cells against H2O2-induced toxicity. D3T also induces activation of Nrf2, inhibiting ethanol-induced apoptosis in neurons. Additionally, this compound inhibits the formation of DNA adducts by DBP in breast cancer cells.
References PubMed ID：:http://www.ncbi.nlm.nih.gov/pubmed/18833534
| Cas No. |
534-25-8 |
|---|---|
| Purity |
≥98% |
| Formula |
C3H2S3 |
| Formula Wt. |
134.25 |
| IUPAC Name |
dithiole-3-thione |
| Synonym |
D3T; 1,2-Dithiol-3-thione |
| Solubility |
Insoluble in water. Soluble in DMSO (≥10 mg/ml). |
| Appearance |
Dark red crystals |
Jia J, Xiao Y, Wang W, et al. Differential mechanisms underlying neuroprotection of hydrogen sulfide donors against oxidative stress. Neurochem Int. 2013 Jun;62(8):1072-8. PMID: 23587562.
Pazdro R, Burgess JR. The antioxidant 3H-1,2-dithiole-3-thione potentiates advanced glycation end-product-induced oxidative stress in SH-SY5Y cells. Exp Diabetes Res. 2012;2012:137607. PMID: 22675339.
Dong J, Yan D, Chen SY. Stabilization of Nrf2 protein by D3T provides protection against ethanol-induced apoptosis in PC12 cells. PLoS One. 2011 Feb 3;6(2):e16845. PMID: 21304811.
Kwak MK, Egner PA, Dolan PM, et al. Role of phase 2 enzyme induction in chemoprotection by dithiolethiones. Mutat Res. 2001 Sep 1;480-481:305-15. PMID: 11506823.
Pillon NJ, Croze ML, Vella RE, et al. The lipid peroxidation by-product 4-hydroxy-2-nonenal (4-HNE) induces insulin resistance in skeletal muscle through both carbonyl and oxidative stress. Endocrinology. 2012 May;153(5):2099-2111. PMID: 22396448.
