Synthesis, characterization, crystal structure and anticancer activity of tetrahydro-quinolines using silica iodide as a heterogeneous catalyst

• Published in: Journal of molecular structure 2020-12, Vol.1222, p.128790, Article 128790
• Main Authors: Ramesh, K.B., Omkaramurthy, B.M., Srinivas, M.
• Format: Article
• Language: English
• Subjects: Anti-cancer activity; Crystal structure; Docking study; Silica iodide; Synthesis: tetrahydroquinolines
• ISSN: 0022-2860; 1872-8014
• DOI: 10.1016/j.molstruc.2020.128790

An efficient synthesis of tetrahydroquinolines using silica iodide as heterogeneous catalyst. Ethyl acetoacetate, dimedone, ammonium acetate with suitable aromatic aldehydes in ethanol was reported. Silica iodide (SiO2–I) acts as an efficient heterogeneous catalyst to afford the products in excellent yield in short reaction duration and reusable catalyst. The synthesized 4 d and 4 h compounds were characterized by the single crystal X-ray diffraction method. Further, the prepared quinoline derivatives showed potent anti-cancer activity against HepG2 and MCF-7 cell lines. Docking study was carried out to evaluate the binding affinity of the synthesized compounds and the standard drug doxorubicin with Estrogen Receptor (ER). •Present research work deals with synthesis of one-pot four component route.•Reactions completion is very short time with high yields.•Docking results revealed that, 4e compound has more binding affinity towards ER.•Structural analysis of synthesized compounds (4 d and 4 h) by Single Crystal X-ray Diffraction.