Department of Chemistry, Birla Institute of Technology and Science, Pilani, Rajasthan, India.
Bioorg Med Chem Lett. 2011 Jun 15;21(12):3511-4. doi: 10.1016/j.bmcl.2011.05.010. Epub 2011 May 7.
An efficient and economical method was developed for the synthesis of 3-substituted indoles by one-pot three-component coupling reaction of a substituted or unsubstituted benzaldehyde, N-methylaniline, and indole or N-methylindole using Yb(OTf)(3)-SiO(2) as a catalyst. All the synthesized compounds were evaluated for inhibition of cell proliferation of human colon carcinoma (HT-29), human ovarian adenocarcinoma (SK-OV-3), and c-Src kinase activity. The 4-methylphenyl (4o and 4p) and 4-methoxyphenyl (4q) indole derivatives inhibited the cell proliferation of SK-OV-3 and HT-29 cells by 70-77% at a concentration of 50 μM. The unsubstituted phenyl (4d) and 3-nitrophenyl (4l) derivatives showed the inhibition of c-Src kinase with IC(50) values of 50.6 and 58.3 μM, respectively.
开发了一种高效、经济的方法，通过一锅三组分偶联反应，使用 Yb(OTf)(3)-SiO(2) 作为催化剂，由取代或未取代的苯甲醛、N-甲基苯胺和吲哚或 N-甲基吲哚合成 3-取代的吲哚。所有合成的化合物都评估了对人结肠癌细胞（HT-29）、人卵巢腺癌（SK-OV-3）和 c-Src 激酶活性的抑制作用。4-甲基苯基（4o 和 4p）和 4-甲氧基苯基（4q）吲哚衍生物在 50 μM 浓度下对 SK-OV-3 和 HT-29 细胞的增殖抑制率达到 70-77%。未取代的苯基（4d）和 3-硝基苯基（4l）衍生物对 c-Src 激酶的抑制作用，IC(50) 值分别为 50.6 和 58.3 μM。
