Category: nitriles-buliding-blocksIn 2019 ,《Click chemistry based multicomponent approach in the synthesis of spirochromenocarbazole tethered 1,2,3-triazoles as potential anticancer agents》 was published in Bioorganic Chemistry. The article was written by Chavan, Pramod V.; Desai, Uday V.; Wadgaonkar, Prakash P.; Tapase, Savita R.; Kodam, Kisan M.; Choudhari, Amit; Sarkar, Dhiman. The article contains the following contents:
A series of spirochromenocarbazole tethered 1,2,3-triazoles I (R1 = H, Cl, Br, F, Me; R2 = Me, F, Br, etc.) were synthesized via click chem. based one-pot, five component reaction between N-propargyl isatins, malononitrile, 4-hydroxycarbazole, aralkyl halides and sodium azide using cellulose supported CuI nanoparticles (Cell-CuI NPs) as the heterogeneous catalyst. Antiproliferative activity of all the synthesized compounds was investigated against panel of cancer cell lines such as MCF-7, MDA-MB-231, HeLa, PANC-1, A-549, and THP-1. Many of the synthesized compounds exhibited good anti-proliferative activity against breast (MCF-7 and MDA-MB-231) and cervical (HeLa) cancer cells with IC50 values less than 10 μM. In case of MCF-7 cells, among the nine compounds that showed good anti-proliferative activity, compound I (R1 = H; R2 = NO2) was found to be highly potent (IC50 = 2.13 μM). On the other hand, in cervical cancer HeLa cells, compounds I (R1 = H, Br; R2 = Me, CF3, Cl) showed excellent antiproliferative activity (IC50 = 4.05, 3.54, 3.83, 3.35 μM, resp.). All the compounds were found to be nontoxic to the human umbilical vein endothelial cells (HUVECs). AO and EtBr staining and fluorescence microscopy studies of the active compounds (IC50 < 5 μM) suggested that these compounds induce cell death by apoptosis. The experimental process involved the reaction of 4-Cyanobenzyl bromide(cas: 17201-43-3Category: nitriles-buliding-blocks)
4-Cyanobenzyl bromide(cas: 17201-43-3) can reacts with 2H-tetrazole in the presence of KOH to yield 4-[(2H-tetra-zol-2-yl)methyl]benzonitrile. And it may be used in the synthesis of ligands containing a chelating pyrazolyl-pyridine group with a pendant aromatic nitrile.Category: nitriles-buliding-blocks
Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts