57260-66-9Relevant academic research and scientific papers
In quest of small-molecules as potent non-competitive inhibitors against influenza
Malbari, Khushboo,Saha, Priyanka,Chawla-Sarkar, Mamta,Dutta, Shanta,Rai, Swita,Joshi, Mamata,Kanyalkar, Meena
, (2021/07/19)
A series of scaffolds namely aurones, 3-indolinones, 4-quinolones and cinnamic acid-piperazine hybrids, was designed, synthesized and investigated in vitro against influenza A/H1N1pdm09 virus. Designed molecules adopted different binding mode i.e., in 430-cavity of neuraminidase, unlike sialic acid and oseltamivir in molecular docking studies. All molecules reduced the viral titer and exhibited non-cytotoxicity along with cryo-protective property towards MDCK cells. Molecules (Z)-2-(3′-Chloro-benzylidene)-1,2-dihydro-indol-3-one (2f), (Z)-2-(4′-Chloro-benzylidene)-1,2-dihydro-indol-3-one (2g) and 2-(2′-Methoxy-phenyl)-1H-quinolin-4-one (3a) were the most interesting molecules identified in this research, endowed with robust potencies showing low-nanomolar EC50 values of 4.0 nM, 6.7 nM and 4.9 nM, respectively, compared to reference competitive and non-competitive inhibitors: oseltamivir (EC50 = 12.7 nM) and quercetin (EC50 = 0.56 μM), respectively. Besides, 2f, 2g and 3a exhibited good neuraminidase inhibitory activity in sub-micromolar range (IC50 = 0.52 μM, 3.5 μM, 1.3 μM respectively). Moreover, these molecules were determined as non-competitive inhibitors similar to reference non-competitive inhibitor quercetin unlike reference competitive inhibitor oseltamivir in kinetics studies.
Antimalarials. Synthesis and antimalarial activity of 1 (4 methoxycinnamoyl) 4 (5 phenyl 4 oxo 2 oxazolin 2 yl)piperazine and derivatives
Herrin,Pauvlik,Schuber,Geiszler
, p. 1216 - 1223 (2007/10/04)
The preparation and activity against Plasmodium berghei of derivatives of 1 (4 methoxycinnamoyl) 4 (5 phenyl 4 oxo 2 oxazolin 2 yl)piperazine are described. Replacement of the cinnamoyl group was accomplished by acylation or alkylation of 1 (5 phenyl 4 oxo 2 oxazolin 2 yl)piperazine. Modifications of the 5 phenyl group were prepared either by a sequence of reactions involving mandelic ester pemoline piperazine pemoline or by the reaction of 5 aryl 2 thio 2,4 oxazolidinedione with piperazine or N substituted piperazines. In a similar manner, pemoline was allowed to react with N arylpiperazine, hexahydro 1H 1,4 diazepine, and 2,6 dimethylpiperazine to provide N arylpiperazine pemoline derivatives and variations in the piperazine moiety. Several compounds in which the 2 oxazolin 4 one ring was replaced with other heterocyclic rings were prepared as were several open chain analogs. Five compounds (three of them substituted in the para position of the 5 phenyl group and two N arylpiperazine pemoline derivatives) were found to be active against Plasmodium berghei. The remaining active compound possessed changes in the cinnamoyl group and substitution on the 5 phenyl group.
