Design, synthesis, and biological evaluation of (2E)-(2-oxo-1,2-dihydro-3H-indol-3-ylidene)acetate derivatives as anti-proliferative agents through ROS-induced cell apoptosis was written by Song, Zhuang;Chen, Cai-Ping;Liu, Jun;Wen, Xiaoan;Sun, Hongbin;Yuan, Haoliang. And the article was included in European Journal of Medicinal Chemistry in 2016.Recommanded Product: 5-Isopropylindoline-2,3-dione This article mentions the following:
A novel class of (2E)-(2-oxo-1, 2-dihydro-3H-indol-3-ylidene)acetate derivatives I [R = H, Me, Bn; R1 = OMe, NMe, OC6H5, etc.; R2 = H, 5-Me, 5-Cl, etc.] and (2-oxo-1,2-dihydro-3H-indol-3-yl)acetate derivatives II [R = H, Me; R1 = Me, t-Bu] were designed and synthesized. Their in vitro anti-proliferative activity was evaluated against different cancer cell lines, including SK-BR-3, MDA-MB-231, HCT-116, SW480, Ovcar-3, HL-60, Saos-2 and HepG2. The results showed that, compound I [R = H; R1 = Ot-Bu; R2 = H] (IC50 = 2.45 濠电偞鎸鹃幏?, I [R = Me; R1 = Ot-Bu; R2 = H] (IC50 = 2.76 濠电偞鎸鹃幏? and I [R = H; R1 = Ot-Bu; R2 = 5-Cl] (IC50 = 3.16 濠电偞鎸鹃幏? were the most potent ones against HL-60. Further biol. assays showed that HL-60, HCT116 and MDA-MB-231 were the most sensitive cell lines for compound I [R = H; R1 = Ot-Bu; R2 = H] and I [R = H; R1 = Ot-Bu; R2 = 5-Cl]. Mechanistic study revealed that compound I [R = H; R1 = Ot-Bu; R2 = H] enhanced reactive oxygen species level by inhibiting TrxR and then induced apoptosis by activating apoptosis proteins, bax and cleaved-caspase-3 in HCT116 cells. SAR anal. showed that the double bond in this series of compounds was very important for their cytostatic activity, indicating that the Michael-acceptor structure might contribute greatly to the anti-proliferative activity. In the experiment, the researchers used many compounds, for example, 5-Isopropylindoline-2,3-dione (cas: 150560-58-0Recommanded Product: 5-Isopropylindoline-2,3-dione).
5-Isopropylindoline-2,3-dione (cas: 150560-58-0) belongs to indole derivatives. Indole produced by Proteus, Pseudomonas, Escherichia and other species was shown to be a growth promoting factor in Arabidopsis thaliana. Indole plays a fundamental role for QS in E. coli, being one of the signal molecules responsible for the transcription of a variety of genes (gabT, and tnaB ASTD). Recommanded Product: 5-Isopropylindoline-2,3-dione
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Preparation of Indole Containing Building Blocks for the Regiospecific Construction of Indole Appended Pyrazoles and Pyrroles