Sirtinol
Sirtinol is a sirtuin inhibitor and iron chelator that exhibits antiviral, anti-inflammatory, anticancer, and anti-angiogenic activities. In vivo, sirtinol induces apoptosis-like changes in platelets, decreasing platelet count. In vitro, this compound decreases levels of hepatitis A virus RNA by suppressing translation and replication. Sirtinol also induces apoptosis in lung cancer cells by increasing levels of ROS. In other cellular models, sirtinol disrupts oocyte polarity and actin cap formation, preventing meiosis. In mesenchymal stem cells, this compound decreases tube formation and cell migration. Additionally, sirtinol also increases nasal polyp development and epithelial-to-mesenchymal transition (EMT) in vitro and in vivo. In animal models, sirtinol decreases paw edema.
References PubMed ID::http://www.ncbi.nlm.nih.gov/pubmed/18972896
Cas No. |
410536-97-9 |
---|---|
Purity |
≥98% |
Formula |
C26H22N2O2 |
Formula Wt. |
394.47 |
IUPAC Name |
2-{(E)-[(2-Hydroxy-1-naphthyl)methylene]amino}-N-(1-phenylethyl)benzamide |
Solubility |
Soluble in DMSO, 100% ethanol or dimethyl formamide. |
Appearance |
Off-white to yellow solid. |
Kanda T, Sasaki R, Nakamoto S, et al. The sirtuin inhibitor sirtinol inhibits hepatitis A virus (HAV) replication by inhibiting HAV internal ribosomal entry site activity. Biochem Biophys Res Commun. 2015 Oct 23;466(3):567-71. PMID: 26388050.
Lee M, Kim DW, Yoon H, et al. Sirtuin 1 attenuates nasal polypogenesis by suppressing epithelial-to-mesenchymal transition. J Allergy Clin Immunol. 2015 Sep 2. [Epub ahead of print]. PMID: 26342525.
Zhang L, Ma R, Hu J, et al. Sirtuin Inhibition Adversely Affects Porcine Oocyte Meiosis. PLoS One. 2015 Jul 15;10(7):e0132941. PMID: 26176547.
Gautam R, Akam EA, Astashkin AV, et al. Sirtuin inhibitor sirtinol is an intracellular iron chelator. Chem Commun (Camb). 2015 Mar 25;51(24):5104-7. PMID: 25715179.
Tsai YF, Yu HP, Chang WY, et al. Sirtinol inhibits neutrophil elastase activity and attenuates lipopolysaccharide-mediated acute lung injury in mice. Sci Rep. 2015 Feb 10;5:8347. PMID: 25666548.
Botti C, Caiafa I, Coppola A, et al. SIRT1 inhibition affects angiogenic properties of human MSCs. Biomed Res Int. 2014;2014:783459. PMID: 25243179.
Fong Y, Lin YC, Wu CY, et al. The antiproliferative and apoptotic effects of sirtinol, a sirtuin inhibitor on human lung cancer cells by modulating Akt/β-catenin-Foxo3a axis. ScientificWorldJournal. 2014;2014:937051. PMID: 25184156.
Back JH, Rezvani HR, Zhu Y, et al. Cancer cell survival following DNA damage-mediated premature senescence is regulated by mammalian target of rapamycin (mTOR)-dependent inhibition of sirtuin 1. J Biol Chem. 2011 May 27;286(21):19100-19108. PMID: 21471201.