- Direct C–S Bond Functionalization of Benzyl Mercaptan
-
Cleavage of a C–S bond of benzyl mercaptan led to formation of a new C–C bond during (Z)-selective alkenylation of nitriles using 1,10-phenanthroline as organocatalyst and tBuOK as a base. Furthermore, we have shown that the cascaded functionalization of benzylic C–S and aryl–halide bonds could be done in one pot. 1H NMR study and kinetic experiments also helped to establish the mechanism of the reaction.
- Choudhuri, Khokan,Mal, Prasenjit,Pramanik, Milan
-
supporting information
(2020/07/04)
-
- Antiproliferative activity and mode of action analysis of novel amino and amido substituted phenantrene and naphtho[2,1-b]thiophene derivatives
-
Herein we present and describe the design and synthesis of novel phenantrene derivatives substituted with either amino or amido side chains and their biological activity. Antiproliferative activities were assessed in vitro on a panel of human cancer cell lines. Tested compounds showed moderate activity against cancer cells in comparison with 5-fluorouracile. Among all tested compounds, some compounds substituted with cyano groups showed a pronounced and selective activity in the nanomolar range of inhibitory concentrations against HeLa and HepG2. The strongest selective activity against HeLa cells was observed for acrylonitriles 8 and 11 and their cyclic analogues 15 and 17 substituted with two cyano groups with a corresponding IC50 = 0.33, 0.21, 0.65 and 0.45 μM, respectively. Compounds 11 showed the most pronounced selectivity being almost non cytotoxic to normal fibroblasts. Additionally, mode of biological action analysis was performed in silico and in vitro by Western blot analysis of HIF-1-α relative expression for compounds 8 and 11.
- Gupta, Chhedi Lal,Hranjec, Marijana,Juri?i?, ?tefica,Klobu?ar, Marko,Malod-Dognin, No?l,Paveli?, Sandra Kraljevi?,Perin, Nata?a,Pr?ulj, Nata?a,Rep, Valentina,Selgrad, Danijel,Sovi?, Irena
-
-
- Synthesis and evaluation of novel E-2-(2-thienyl)- and Z-2-(3-thienyl)-3- arylacrylonitriles as antifungal and anticancer agents
-
A series of 3-aryl-2-(2-thienyl)acrylonitriles 7 and 3-aryl-2-(3-thienyl) acrylonitriles 8 were synthesized by the reaction of aromatic aldehydes 6 with 2- and 3-thienylacetonitriles 4 and 5, and evaluated for antifungal and cytotoxic activities against a
- Quiroga, Jairo,Cobo, Debora,Insuasty, Braulio,Abonia, Rodrigo,Nogueras, Manuel,Cobo, Justo,Vasquez, Yelkaira,Gupta, Mahabir,Derita, Marcos,Zacchino, Susana
-
p. 603 - 606
(2008/12/21)
-
- Benzannelated Analogs of Phenanthro- and thiophene: Synthesis and Structural Characterization by Two-Dimensional NMR and X-Ray Techniques
-
Syntheses of benzophenanthrothiophene, benzophenanthrothiophene and their 1-methyl analogs are reported as potential constituents of solvent refined coal liquids and for mutagenicity testing.The attempted synthesis of the 13-methyl
- Stuart, John G.,Quast, Michael J.,Martin, Gary E.,Lynch, Vincent M.,Simonsen, Stanley H.,et al.
-
p. 1215 - 1234
(2007/10/02)
-
- Kinetic Study of the Base-catalysed Reactions of Benzaldahehyde and Thiophene-2-carbaldehyde with Acetonitriles
-
The reaction rates of the sodium methoxide-catalysed condensation of benzaldehyde and thiophene-2-carbaldehyde with heteroaromatic acetonitriles ArCH2CN; Ar = C6H5, C6H4CH3(p), C6H4-OCH3(p), C6H4F(p), C6H4Cl(p), C6H4Br(p), 2-thienyl, 3-thienyl, 3-pyridyl
- Alberghina, Gaetano,Amato, Maria Emanuela,Corsaro, Antonio,Fisichella, Salvatore,Scarlata, Giuseppe
-
p. 353 - 356
(2007/10/02)
-