33829-10-6Relevant academic research and scientific papers
Synthesis, biological activity and docking study of some new isatin Schiff base derivatives
Azizian, Javad,Mohammadi, Mohammad K.,Firuzi, Omidreza,Razzaghi-Asl, Nima,Miri, Ramin
, p. 3730 - 3740 (2013/02/23)
A set of novel Schiff bases of isatin were synthesized and characterized by reaction of isatin with various aromatic or heterocyclic primary amines. Cytotoxic activities for some of the synthesized compounds were evaluated byMTTassay in three human cancer cell lines (HeLa, LS180 and Raji). Half of the tested compounds showed good cytotoxicity in HeLa cells. 3-(2-(4-nitrophenyl) hydrazono) indolin-2-one was found to be the most potent molecule among the studied isatin derivatives. Docking studies of 3-substituted indolin-2-one scaffolds on vascular endothelial growth factor receptor 2 (VEGFR-2) involved in cell proliferation and angiogenesis was performed. 3-(naphthalen-1-ylimino) indolin-2-one and 3-(2-(4-nitrophenyl) hydrazono) indolin-2-one exhibited higher docking binding energies with receptor. For 3-(2-(4-nitrophenyl) hydrazono) indolin-2-one, H-bond interaction with Cys917 residue of target active site was in common with reported crystallographic benzoimidazole derivative (PDB code: 2OH4). New key H-bonds involving Glu915, Asn921, and Arg1049 residues in VEGFR-2 active site could be detected for 3-(2-(4-nitrophenyl) hydrazono) indolin-2-one. Extended lipophilic rings containing H-bond acceptors on the 3 position of indoline scaffold seemed to be important factors in developing potent VEGFR-2 inhibitors virtually. Based on the ligand efficiency indices, some isoxazole or thiazole substituted isatin derivatives may be regarded as efficient candidates for further molecular developments of anticancer agents. Springer Science+Business Media, LLC 2011.
Evaluation of N-(2-thienylidene)amines, N-(2-hydroxybenzylidene)amines and 3-iminoindolin-2-ones as antileishmanial agents
Al-Kahraman, Yasser M.S.A.,Singh, Girija S.,Yasinzai, Masoom
experimental part, p. 491 - 495 (2012/06/18)
The paper describes the synthesis and antileishmanial activity of N-substituted imines, obtained from the reactions of primary amines with three biologically important aldehydes/ketones, thiophene-2-carbaldehyde, 2- hydroxybenzaldehyde (salicylaldehyde) and indoline-2,3-dione. Of the fourteen compounds screened from three classes, five compounds showed significant antileishmanial activity. Among the three classes of imines, the class of N-(2- thienylidene)amines showed much better activity than the other two classes. N-(2-Thienylidene)benzhydrylamine showed IC50 value of 0.51 μg/ml. The effect of substituents on the bioactivity is discussed.
A novel route to anticonvulsant imesatins and an approach to cryptolepine, the alkaloid from Cryptolepis Sp.
Banerji,Lai,Basak,Neuman,Prange,Chatterjee
, p. 426 - 429 (2007/10/03)
Interesting products having anticonvulsant properties are synthesized from solution phase dielectric heating of isatin and aromatic amines and diamines without any catalyst and an approach to cryptolepine skeleton is made from one of them. In addition, th
Synthesis and antibacterial screening of hydrazones, Schiff and Mannich bases of isatin derivatives
Sridhar, Seshaiah Krishnan,Saravanan, Muniyandy,Ramesh, Atmakuru
, p. 615 - 625 (2007/10/03)
Schiff bases and hydrazones of substituted isatins (1-28) were prepared by reacting isatin and aromatic primary amines/hydrazines. A new series of the corresponding N-Mannich base (29-35) was synthesised by reacting them with formaldehyde and diphenyl ami
