302897-96-7Relevant academic research and scientific papers
Synthesis, crystal structure and photoluminescence of 3-(1-benzotriazole)-4-methyl-coumarin
Yu, Tianzhi,Zhao, Yuling,Fan, Duowang
, p. 18 - 22 (2006)
A novel coumarin derivative containing an electron-transporting moiety (benzotriazole), 3-(1-benzotriazole)-4-methyl-coumarin (BMC), was synthesized from starting substances, i.e. benzotriazole and 2-hydroxyacetophenone. The compound structure was verified by FT-IR, 1H NMR, element analysis and single crystal X-ray crystallography. Crystallographic data reveal a dihedral angle of 108° between the coumarin and benzotriazole rings, which is attributed to the spatial hindrance of a 4-positioned methyl group. The fluorescence and UV-vis absorption of BMC were discussed. The compound exhibits a strong UV emission peak at 385 nm under 360 nm excitation. The molecular structure of BMC was optimized using density functional theory (DFT) at B3LYP/6-31G(d) level, showing that the optimized geometric parameters are in good agreement with experimental data. In addition, the HOMO and LUMO levels of BMC were deduced.
Synthesis and cytotoxic activity of coumarin derivatives containing benzotriazole moieties
Yu, Tianzhi,Zhang, Peng,Zhao, Yuling,Zhang, Hui,Fan, Duowang,Dong, Wenkui,Ding, Lan
experimental part, p. 2655 - 2663 (2010/04/05)
Three coumarin derivatives containing benzotriazole moieties, 3-(1-benzotriazolyl)-4-methyl-coumarin (BMC), 3-(1-benzotriazolyl)-4-methyl- benzo[7,8]coumarin (BMBC), and 3-(4-methyl-1-benzotriazolyl)-4-methyl-benzo[7,8] coumarin (MBMBC), were synthesized. Among them, 3-(4-methyl-1-benzotriazolyl)-4- methyl-benzo[7,8]coumarin has been structurally characterized by X-ray crystallography. The cytotoxic effect by Sulforhodamine B (SRB) assay with these compounds against the human hepatocellular carcinoma cell lines (HepG-2) was carried out in vitro. The preliminary results showed that all compounds inhibit HepG-2 growth effectively. Taylor & Francis Group, LLC.
