5758-19-0Relevant academic research and scientific papers
Synthesis, structure and antiproliferative and optical activities of two new biphenyl-derived Schiff bases
Tan, Xue-Jie,Zhang, Ling-Yao,Sun, Yuan-Kai,Zhou, Xue-Min
, p. 97 - 106 (2019)
Two novel Schiff bases derived from indole and biphenyl have been designed and synthesized, namely 3-((E)-{(E)-[1-(biphenyl-4-yl)ethylidene]hydrazinylidene}methyl)-1-methyl-1H-indole (3-BEHMI) acetonitrile monosolvate, C24H21N3·CH3CN, and 3-((E)-{(E)-[1-(biphenyl-4-yl)ethylidene]hydrazinylidene}methyl)-1-methyl-1H-indole (3-BEHEI) acetonitrile monosolvate, C24H21N3·CH3CN. Their structures were characterized by elemental analysis, quadrupole time-of-flight MS, NMR and UV–Vis spectroscopy. The single-crystal packing structure of 3-BEHMI is largely dominated by C—H…π interactions and weak van der Waals interactions. The in vitro cytotoxicity of the two title compounds have been evaluated against two tumour cell lines (A549 human lung cancer and 4T1 mouse breast cancer) and two normal cell lines (MRC-5 normal lung cells and NIH 3T3 fibroblasts) by MTT assay. The results indicate that 3-BEHEI exhibits a slightly weaker antiproliferative capability (IC50 = ～50 μM) than the previously reported similar Schiff base 3-BEHI (IC50?= ～20 μM). This is in line with docking results. 3-BEHMI demonstrates a weak cytotoxic activity, with IC50 values around 110 μM, which disagrees with its docking results. Overall, the tested compounds manifest relevant cytotoxicities on the selected cancer cell lines and normal cell lines. The UV–Vis and fluorescence spectra were recorded and reproduced through the TD-DFT method with four types of hybrid density functionals, including B3LYP, M062X, PBE1PBE and WB97XD.
Synthesis, structure and antiproliferative and optical activities of two new biphenyl-derived schiff bases
Tan, Xue-Jie,Zhang, Ling-Yao,Sun, Yuan-Kai,Zhou, Xue-Min
, p. 97 - 106 (2019/02/12)
Two novel Schiff bases derived from indole and biphenyl have been designed and synthesized, namely 3-((E)-{(E)-[1-(biphenyl-4-yl)ethylidene]hydrazinylidene}methyl)-1-methyl-1H-indole (3-BEHMI) acetonitrile monosolvate, C24H21N3·CH3CN, and 3-((E)-{(E)-[1-(biphenyl-4-yl)ethylidene]hydrazinylidene}methyl)-1-methyl-1H-indole (3-BEHEI) acetonitrile monosolvate, C24H21N3·CH3CN. Their structures were characterized by elemental analysis, quadrupole time-of-flight MS, NMR and UV–Vis spectroscopy. The single-crystal packing structure of 3-BEHMI is largely dominated by C—Hπ interactions and weak van der Waals interactions. The in vitro cytotoxicity of the two title compounds have been evaluated against two tumour cell lines (A549 human lung cancer and 4T1 mouse breast cancer) and two normal cell lines (MRC-5 normal lung cells and NIH 3T3 fibroblasts) by MTT assay. The results indicate that 3-BEHEI exhibits a slightly weaker antiproliferative capability (IC50 = ～50 μM) than the previously reported similar Schiff base 3-BEHI (IC50 = ～20 μM). This is in line with docking results. 3-BEHMI demonstrates a weak cytotoxic activity, with IC50 values around 110 μM, which disagrees with its docking results. Overall, the tested compounds manifest relevant cytotoxicities on the selected cancer cell lines and normal cell lines. The UV–Vis and fluorescence spectra were recorded and reproduced through the TD-DFT method with four types of hybrid density functionals, including B3LYP, M062X, PBE1PBE and WB97XD.
N'-(1-([1,1'-biphenyl]-4-yl)ethylidene)-2-cyanoacetohydrazide as scaffold for the synthesis of diverse heterocyclic compounds as prospective antitumor and antimicrobial activities
Hamed, Nancy A.,Marzouk, Magda I.,Ismail, Mahmoud F.,Hekal, Mohamed H.
supporting information, p. 3017 - 3029 (2019/08/30)
In this article, the main target was to study the antitumor and antimicrobial efficacy of new heterocycles conjugated with biphenyl moiety in-vitro. This was implemented by utilizing N'-(1-([1,1'-biphenyl]-4-yl)ethylidene)-2-cyanoacetohydrazide 3 as a mat
Enantioselective Synthesis of Trisubstituted Allenes via Cu(I)-Catalyzed Coupling of Diazoalkanes with Terminal Alkynes
Chu, Wen-Dao,Zhang, Lei,Zhang, Zhikun,Zhou, Qi,Mo, Fanyang,Zhang, Yan,Wang, Jianbo
supporting information, p. 14558 - 14561 (2016/11/18)
A highly enantioselective synthesis of trisubstituted allenes has been achieved through Cu(I)-catalyzed cross-coupling of aryldiazoalkanes and terminal alkynes with chiral bisoxazoline ligands. Alkynyl migratory insertion of Cu(I) carbene is proposed as t
