88949-86-4Relevant academic research and scientific papers
Simple chalcones and bis -chalcones ethers as possible pleiotropic agents
Liargkova, Thalia,Hadjipavlou-Litina, DImitra J.,Koukoulitsa, Caterina,Voulgari, Efstathia,Avgoustakis, Constantinos
, p. 302 - 313 (2016)
The synthesis, the antioxidative properties and the lipoxygenase (LOX) and acetylcholinesterase (AChE) inhibition of a number of 4-hydroxy-chalcones diversely substituted as well as of a series of bis-chalcones ether derivatives are reported. The chalcones derivatives were readily produced using a Claisen-Schmidt condensation in a ultra sound bath in good yields. The structures of the synthesized compounds were confirmed by spectral and elemental analysis. Their lipophilicity is experimentally determined by reversed-phase thin-layer chromatography method. Most of them are potent in vitro inhibitors of lipid peroxidation and of LOX. Compounds b2 and b3 were found to be the most potent LOX and AChE inhibitors among the tested derivatives with a significant anti-lipid peroxidation profile. The results led us to propose these enone derivatives as new multifunctional compounds against Alzheimer's disease. The results are discussed in terms of structural and physicochemical characteristics of the compounds. Moreover, the pharmacokinetic profile of these compounds was investigated using computational methods.
Small multitarget molecules incorporating the enone moiety
Liargkova, Thalia,Eleftheriadis, Nikolaos,Dekker, Frank,Voulgari, Efstathia,Avgoustakis, Constantinos,Sagnou, Marina,Mavroidi, Barbara,Pelecanou, Maria,Hadjipavlou-Litina, Dimitra
, (2019/01/21)
Chalcones represent a class of small drug/druglike molecules with different and multitarget biological activities. Small multi-target drugs have attracted considerable interest in the last decade due their advantages in the treatment of complex and multifactorial diseases, since “one drug-one target” therapies have failed in many cases to demonstrate clinical efficacy. In this context, we designed and synthesized potential new small multi-target agents with lipoxygenase (LOX), acetyl cholinesterase (AChE) and lipid peroxidation inhibitory activities, as well as antioxidant activity based on 2-/4- hydroxy-chalcones and the bis-etherified bis-chalcone skeleton. Furthermore, the synthesized molecules were evaluated for their cytotoxicity. Simple chalcone b4 presents significant inhibitory activity against the 15-human LOX with an IC50 value 9.5 μM, interesting anti-AChE activity, and anti-lipid peroxidation behavior. Bis-etherified chalcone c12 is the most potent inhibitor of AChE within the bis-etherified bis-chalcones followed by c11. Bis-chalcones c11 and c12 were found to combine anti-LOX, anti-AchE, and anti-lipid peroxidation activities. It seems that the anti-lipid peroxidation activity supports the anti-LOX activity for the significantly active bis-chalcones. Our circular dichroism (CD) study identified two structures capable of interfering with the aggregation process of Aβ. Compounds c2 and c4 display additional protective actions against Alzheimer’s disease (AD) and add to the pleiotropic profile of the chalcone derivatives. Predicted results indicate that the majority of the compounds with the exception of c11 (144 ?) can cross the Blood Brain Barrier (BBB) and act in CNS. The results led us to propose new leads and to conclude that the presence of a double enone group supports better biological activities.
Prospective new amidinothiazoles as leukotriene B4 inhibitors
Aly, Ashraf A.,Ibrahim, Mahmoud A.A.,El-Sheref, Essmat M.,Hassan, Alaa M.A.,Brown, Alan B.
, p. 414 - 427 (2018/09/18)
An efficient and one-step synthesis of the versatile, hitherto new derivatives resembling LY293111, a prospective potent antagonist of the leukotriene B4 (LTB4) receptor, were reported. The strategy was based on the synthesis of an amidinothiazole ring, c
Asymmetric bis(bidentate) azine ligand and transition metal complexes: Synthesis, characterization, DNA-binding and cleavage studies and extraction properties for selected metals and dichromate anions
Kulaksizoglu, Sultan,Goekce, Cansu,Gup, Ramazan
, p. 1213 - 1218 (2013/03/28)
New bis(bidentate) azine NNN'N' donor ligand was prepared by linking (1Z,1'Z)-1,1'-{propane-1,3-diylbis[oxybenzene-4,1-diyl(1Z)eth-1-yl-1-ylidene]} dihydra-zine to pyridine-2-carbaldehyde. Two kinds of copper(II) and nickel(II) complexes with different st
Bis(α-bromo ketones): Versatile precursors for novel Bis(s-triazolo[3,4-b][1,3,4]thiadiazines) and Bis(as-triazino[3,4-b][1,3,4] thiadiazines)
Shaaban, Mohamed R.,Elwahy, Ahmed H. M.
scheme or table, p. 640 - 645 (2012/09/07)
A synthesis of bis(α-bromo ketones) 5a-c and 6b,c was accomplished by the reaction of bis(acetophenones) 3a-c and 4b,c with N-bromosuccinimide in the presence of p-toluenesulfonic acid (p-TsOH). Treatment of 5a-c and 6b,c with each of 4-amino-3-mercapto-1
A new bis(azine) tetradentate ligand and its transition metal complexes: Synthesis, characterisation, and extraction properties
Kulaksizoglu, Sultan,Gup, Ramazan
scheme or table, p. 194 - 201 (2012/09/21)
A new bis(bidentate) azine ligand was prepared by linking (1Z,1′Z)-1,1′-{butane-1,4-diylbis[oxybenzene- 4,1-diyl(1Z)ethyl-1- ylidene]}dihydrazine to salicylaldehyde. Two kinds of binuclear copper(II) and nickel(II) complexes with different stoichiometries
Microwave-assisted synthesis of bis(enaminoketones): Versatile precursors for novel bis(pyrazoles) via regioselective 1,3-dipolar cycloaddition with nitrileimines
Elwahy, Ahmed H. M.,Darweesh, Ahmed F.,Shaaban, Mohamed R.
, p. 1120 - 1125 (2013/01/15)
Synthesis of bis(enaminones) 6a-c and 7a-c was accomplished by the reaction of bis(acetophenones) 3a-c and 4a-c with dimethylformamide-dimethylacetal, under microwave irradiation. 1,3-Dipolar cycloaddition of bis(enaminones) 6a and 7b,c with nitrileimines
A new bis(azine) tetradentate ligand and its transition metal complexes: Synthesis, characterisation, and extraction properties
Kulaksizoê?lu, Sultan,Gup, Ramazan
, p. 194 - 201 (2015/03/03)
A new bis(bidentate) azine ligand was prepared by linking (1Z,1a?2Z)-1,1a?2-{butane-1,4-diylbis[oxybenzene-4,1-diyl(1Z)ethyl-1-ylidene]}dihydrazine to salicylaldehyde. Two kinds of binuclear copper(II) and nickel(II) complexes with different stoichiometri
Bis(enaminones): Key INtermediates for novel α,ω- Bis(pyrazolylphenoxy), Bis(pyranylphenoxy), and Bis(benzo[b]furanylphenoxy) alkanes
Abbas, Ashraf A.
experimental part, p. 340 - 346 (2009/07/19)
New bis(enaminone) derivatives, 5a,b and 9a,b, were prepared in good yields. Their synthetic utilities as key intermediates for the synthesis of novel bis(pyrazole) 12a,b, bis(pyrane) 17a,b, and bis(benzo[b]- furan) 20a-d derivatives were also investigated.
Novel bis- and tris-1,2,4-trioxanes: Synthesis and antimalarial activity against multidrug-resistant Plasmodium yoelii in swiss mice
Singh, Chandan,Verma, Ved Prakash,Naikade, Niraj Krishna,Singh, Ajit Shankar,Hassam, Mohammad,Puri, Sunil K.
experimental part, p. 7581 - 7592 (2009/11/30)
A new series of bis-1,2,4-trioxanes 12a-h, 13a-h, and 14a-h and tris-1,2,4-trioxanes 12i-14i were prepared and evaluated against multidrug-resistant Plasmodium yoelii in Swiss mice by oral route. Cyclopentane-based bis-trioxanes 12a, 12b, 12f-h and cycloh
