Discovery and Characterization of R/S-N-3-Cyanophenyl-N’-(6-tert-butoxycarbonylamino-3,4-dihydro-2,2-dimethyl-2H-1-benzopyran-4-yl)urea, a New Histone Deacetylase Class III Inhibitor Exerting Antiproliferative Activity against Cancer Cell Lines was written by Schnekenburger, Michael;Goffin, Eric;Lee, Jin-Young;Jang, Jun Young;Mazumder, Aloran;Ji, Seungwon;Rogister, Bernard;Bouider, Nafila;Lefranc, Florence;Miklos, Walter;Mathieu, Veronique;de Tullio, Pascal;Kim, Kyu-Won;Dicato, Mario;Berger, Walter;Han, Byung Woo;Kiss, Robert;Pirotte, Bernard;Diederich, Marc. And the article was included in Journal of Medicinal Chemistry in 2017.Product Details of 16413-26-6 This article mentions the following:
A new series of (N-aryl-N’-3,4-dihydro-2,2-dimethyl-2H-1-benzopyran-4-yl)ureas bearing an alkoxycarbonylamino group at the 6-position were synthesized and examined as putative anticancer agents targeting sirtuins in glioma cells. On the basis of computational docking combined to in vitro sirtuin 1/2 inhibition assays, we selected compound I [R/S-N-3-cyanophenyl-N’-(6-tert-butoxycarbonylamino-3,4-dihydro-2,2-dimethyl-2H-1-benzopyran-4-yl)urea] which displays a potent antiproliferative activity on various glioma cell types, assessed by quant. video microscopy, eventually triggering senescence. The impact on normal glial cells was lower with a selectivity index of >10. Furthermore, human U373 and Hs683 glioblastoma cell lines served to demonstrate the inhibitory activity of I against histone deacetylase (HDAC) class III sirtuins 1 and 2 (SIRT1/2) by quantifying acetylation levels of histone and non-histone proteins. The translational potential of I was validated by an NCI-60 cell line screen and validation of growth inhibition of drug resistant cancer cell models. Eventually, the anticancer potential of I was validated in 3D glioblastoma spheroids and in vivo by zebrafish xenografts. In summary, compound I is the first representative of a new class of SIRT inhibitors opening new perspectives in the medicinal chem. of HDAC inhibitors. In the experiment, the researchers used many compounds, for example, 3-Cyanophenylisocyanate (cas: 16413-26-6Product Details of 16413-26-6).
3-Cyanophenylisocyanate (cas: 16413-26-6) belongs to esters. Esters are widespread in nature and are widely used in industry. In nature, fats are in general triesters derived from glycerol and fatty acids. Esters are responsible for the aroma of many fruits, including apples, durians, pears, bananas, pineapples, and strawberries. Esters are more polar than ethers but less polar than alcohols. They participate in hydrogen bonds as hydrogen-bond acceptors, but cannot act as hydrogen-bond donors, unlike their parent alcohols. This ability to participate in hydrogen bonding confers some water-solubility.Product Details of 16413-26-6
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