Chemistry:3-Deazaneplanocin A
From HandWiki
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| Preferred IUPAC name
(1S,2R,5R)-5-(6-Amino-9H-purin-9-yl)-3-(hydroxymethyl)cyclopent-3-ene-1,2-diol | |
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3D model (JSmol)
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| Properties | |
| C12H14N4O3 | |
| Molar mass | 262.265 |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). | |
| Infobox references | |
Tracking categories (test):
3-Deazaneplanocin A (DZNep, C-c3Ado) is a drug which acts as both a S-adenosylhomocysteine synthesis inhibitor and also a histone methyltransferase EZH2 inhibitor. Studies have shown that it has effects in vitro against a variety of different tumor cell lines.[1][2][3][4][5]
In studies on mice, the drug was also found to be effective for the treatment of Ebola virus disease,[6] apparently interfering with the Ebola viruses ability to block interferon production, thus restoring the ability of immune system to rid the body of ebolavirus.[7][8]
References
- ↑ Glazer, R.I.; Knode, M.C.; Tseng, C.K.; Haines, D.R.; Marquez, V.E. (1986). "3-Deazaneplanocin A: a new inhibitor of S-adenosylhomocysteine synthesis and its effects in human colon carcinoma cells". Biochemical Pharmacology (Elsevier) 35 (24): 4523–7. doi:10.1016/0006-2952(86)90774-4. PMID 3790170. https://zenodo.org/record/1253814.
- ↑ Fiskus, W.; Wang, Y.; Sreekumar, A.; Buckley, K. M.; Shi, H.; Jillella, A.; Ustun, C.; Rao, R. et al. (2009). "Combined epigenetic therapy with the histone methyltransferase EZH2 inhibitor 3-deazaneplanocin A and the histone deacetylase inhibitor panobinostat against human AML cells". Blood 114 (13): 2733–2743. doi:10.1182/blood-2009-03-213496. PMID 19638619.
- ↑ Kikuchi, Junko; Takashina, Taichi; Kinoshita, Ichiro; Kikuchi, Eiki; Shimizu, Yasushi; Sakakibara-Konishi, Jun; Oizumi, Satoshi; Marquez, Victor E. et al. (2012). "Epigenetic therapy with 3-deazaneplanocin A, an inhibitor of the histone methyltransferase EZH2, inhibits growth of non-small cell lung cancer cells". Lung Cancer 78 (2): 138–143. doi:10.1016/j.lungcan.2012.08.003. PMID 22925699.
- ↑ Liang, Shen (2013). "3-Deazaneplanocin A is a Promising Therapeutic Agent for Ovarian Cancer Cells". Asian Pacific Journal of Cancer Prevention 14 (5). ISSN 1513-7368.
- ↑ Fujiwara, T.; Saitoh, H.; Inoue, A.; Kobayashi, M.; Okitsu, Y.; Katsuoka, Y.; Fukuhara, N.; Onishi, Y. et al. (2014). "3-Deazaneplanocin A (DZNep), an Inhibitor of S-Adenosylmethionine-dependent Methyltransferase, Promotes Erythroid Differentiation". Journal of Biological Chemistry 289 (12): 8121–8134. doi:10.1074/jbc.M114.548651. PMID 24492606.
- ↑ Huggins, J.; Zhang, Z. X.; Bray, M. (1999). "Antiviral Drug Therapy of Filovirus Infections: S-Adenosylhomocysteine Hydrolase Inhibitors Inhibit Ebola Virus in Vitro and in a Lethal Mouse Model". The Journal of Infectious Diseases 179: S240–7. doi:10.1086/514316. PMID 9988190.
- ↑ Bray, M; Raymond, J. L.; Geisbert, T; Baker, R. O. (2002). "3-deazaneplanocin a induces massively increased interferon-alpha production in Ebola virus-infected mice". Antiviral Research 55 (1): 151–9. doi:10.1016/s0166-3542(02)00018-9. PMID 12076759. https://zenodo.org/record/1259873.
- ↑ Shuchman, M (2014). "Could interferon help treat Ebola?". Canadian Medical Association Journal 186 (16): 1204. doi:10.1503/cmaj.109-4906. PMID 25246419.
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