2373-89-9Relevant academic research and scientific papers
The anodic reactivity of 4,4′-dimethoxychalcone: a synthetic and mechanistic investigation
Aribi, Imen,Ayachi, Sahbi,Alimi, Kamel,Roudesli, Sadok,Said, Ayoub Haj
, p. 73 - 89 (2017)
The anodic oxidation of the 4,4′-dimethoxychalcone (DMC) was investigated by different electrochemical methods at a platinum working electrode and in acetonitrile as a solvent. The DMC exhibited a single irreversible anodic peak around 1.6?V versus Ag/AgC
Synthesis of chalcone derivatives by phthalhydrazide-functionalized tio2-coated nano-fe3o4 as a new heterogeneous catalyst
Farahi, Mahnaz,Karami, Bahador,Keshavarz, Raziyeh,Nia, Forough Motamedi
, p. 407 - 414 (2021/09/07)
Phthalhydrazide immobilized on TiO2-coated nano Fe3O4 (Fe3O4-P) was synthesized and characterized by FT-IR, XRD, SEM, EDS and VSM analysis. The resulting magnetic nanocatalyst was used as a catalyst for the synthesis of chalcone derivatives which affords the desired products in good to excellent yields. This catalyst can be isolated readily after completion of the reaction by an external magnetite field and reused several times without significant loss of activity.
Novel nicotinonitrile-coumarin hybrids as potential acetylcholinesterase inhibitors: design, synthesis, in vitro and in silico studies
Sanad, Sherif M. H.,Mekky, Ahmed E. M.
, p. 213 - 224 (2020/08/05)
Abstract: Alzheimer’s disease is a degenerative brain condition that is the leading cause of dementia affecting millions of people around the world. Therapeutic development has focused on the problem of the loss of basal forebrain cholinergic function, as it is the only evidence responsible for brain neurodegeneration in patients with Alzheimer’s disease. Several attempts to improve cholinergic neurotransmission have been investigated by minimizing synaptic degradation of acetylcholine using acetylcholinesterase inhibitors. In the current study, we explore the designing of a new series of nicotinonitrile-coumarin hybrids as potential acetylcholinesterase inhibitors. The new hybrids were prepared utilizing pyridine-2(1H)-thiones as starting precursors. The in vitro acetylcholinesterase (AChE) inhibitory activities were examined for the new nicotinonitrile-coumarin hybrid molecules, when compared with donepezil as a standard drug with IC50 of 14?nM. Coumarin derivative, linked to 6-(4-nitrophenyl)-4-phenylnicotinonitrile, showed more effective inhibitory activity than the reference donepezil with IC50 of 13?nM. The free radical-scavenging capabilities against DPPH of the new hybrid derivatives were screened. Additionally, their in vitro cytotoxic activities have been tested against various eukaryotic cells. Furthermore, docking study showed excellent interaction between nicotinonitrile-coumarin hybrids and AChE. Graphic abstract: [Figure not available: see fulltext.]
3, 3,5 and 2,6 Expanded Aza-BODIPYs Via Palladium-Catalyzed Suzuki-Miyaura Cross-Coupling Reactions: Synthesis and Photophysical Properties
Y?lmaz, Halil,Sevin?, G?khan,Hayval?, Mustafa
, p. 151 - 164 (2020/11/12)
Novel symmetrical aza-borondipyrromethene (aza-BODIPY) compounds bearing 4-methoxyphenyl, 4-methoxybiphenyl, 2,4-dimethoxybipheny, 4-bromophenyl and N,N-diphenyl-4-biphenylamine groups on the 3, 3,5 and 2,6 positions of aza-BODIPY core were synthesized vi
Synthesis, characterization, molecular docking and in vitro anticancer activity of 3-(4-methoxyphenyl)-5-substituted phenyl-2-pyrazoline-1-carbothioamide
Sahu, Benupani,Rajapandi,Maji, Avik,Paul, Abhik,Singha, Tanushree,Maity, Tapan Kumar
, p. 1648 - 1658 (2021/06/26)
In the present study, eight numbers of new 3-(4-methoxy phenyl)-5-substituted phenyl-2-pyrazoline-1-carbothioamide (5a-h) have been synthesized from 1-(4-methoxy phenyl)-3-(substituted phenyl)-prop-2-en-1-one (3a-h) and structurally characterized by using FT-IR,1H NMR,13C NMR, Mass and Elemental analysis. The synthesized molecules were biologically eval-uated for their in vitro anticancer activity against human breast adenocar-cinoma (MCF-7), liver cancer (Hep-G2) and leukaemia cancer (K-562) cell line using Sulforhodamine B (SRB) bioassay technique. From the all synthesized compounds 5a, 5c, 5d, and 5e exhibited potent anticancer activity (GI50= 50=44.5μg/ml) and Adriamycin (ADR) (GI50= 10μg/ml) on MCF-7 cell lines. Besides this, all the synthesized compounds have exhibited moderate activity against human liver cancer (Hep-G2) and leukaemia cancer (K-562) cell lines. In addition, molecular docking studies were also explored in order to study the probable binding specificity into the active site of Epidermal Growth Factor Receptor tyrosine kinase (EGFR) (PDB ID: 1M17) using Molegro Virtual Docker Evaluation 2013 6.0.1 (MVD). Based on the molecular docking result, it was found that compound 5a exhibited the best interaction with the above target (i.e., EGFR) by interacting with specific amino acid residues such as: Thr 766, Gin 767, Thr 830, Cys 575, Ala 719 and Met 769.
Bu4NHSO4-Catalyzed Direct N-Allylation of Pyrazole and its Derivatives with Allylic Alcohols in Water: A Metal-Free, Recyclable and Sustainable System
Zhuang, Hongfeng,Lu, Nan,Ji, Na,Han, Feng,Miao, Chengxia
supporting information, p. 5461 - 5472 (2021/09/29)
Allylic amines are valuable and functional building blocks. Direct N-allylation of pyrazole and its derivatives as an atom economic strategy to provide allylic amines has been achieved only using commercial Bu4NHSO4 as the metal-free catalyst and water as the solvent without any additives. 11–93% isolated yields were obtained for the N-allylation of pyrazole and its derivatives with allylic alcohols. Bu4NHSO4 could be reused for six times by simple extraction nearly without loss of catalytic activity and was also suitable for a gram-scale production. The reaction of allylic ether and pyrazole did not occur to give the desired product indicated that allylic ether was not the active intermediate in the pathway. Density functional theory (DFT) calculations reveal that there are hydrogen bonding effects among substrates, solvent and catalyst, especially the one formed between allylic alcohol and H2O. Control experiments in different protic solvents further demonstrate the intermolecular hydrogen bonding of allylic alcohol and water. (Figure presented.).
Monodisperse NiPd alloy nanoparticles decorated on mesoporous graphitic carbon nitride as a catalyst for the highly efficient chemoselective reduction of α,β-unsaturated ketone compounds
Bayrak, Cetin,Menzek, Abdullah,Sevim, Melike
, p. 13606 - 13612 (2020/09/07)
Herein, the study reported extraordinary chemoselective reduction with selectivity (>99%) by the catalytic transfer hydrogenation of various α,β-unsaturated ketones with a catalyst of NiPd alloy nanoparticles decorated on mesoporous graphitic carbon nitride (NiPd/mpg-C3N4) under mild conditions in a water/methanol medium. NiPd alloy NPs were synthesized by the reduction of metal salts in oleylamine (OAm) solution with the help of borane-tert-butylamine and then decorated on mpg-C3N4via a liquid phase self-assembly method. The NiPd/mpg-C3N4 nanocatalyst was characterized by TEM, XRD and ICP-MS. The NiPd/mpg-C3N4 nanocatalyst is a highly active catalyst for the chemoselective reduction of α,β-unsaturated ketones and all organic compounds were converted with high yield and 99% selectivity. In addition, the catalyst can be reused five times without an important loss in reaction yield. This journal is
β-Carbolines: synthesis of harmane, harmine alkaloids and their structural analogs by thermolysis of 4-aryl-3-azidopyridines and investigation of their optical properties
Shuvalov, Vladislav Yu.,Elisheva, Valeriya А.,Belousova, Anastasiya S.,Arshinov, Evgenii V.,Glyzdinskaya, Larisa V.,Vorontsova, Marina А.,Chernenko, Sergei А.,Fisyuk, Aleksander S.,Sagitullina, Galina P.
, p. 73 - 83 (2020/02/18)
[Figure not available: see fulltext.] Interest in β-carbolines is caused by the biological activity of these compounds and the use of their fluorescent properties in the study of their interaction with DNA and other biological targets, as well as with drug delivery vehicles. A new general method for the synthesis of harmane, harmine, and their structural analogs by thermolysis of substituted 4-aryl-3-azidopyridines was developed, and their optical properties were studied.
Mechanistic investigations on substituted benzene sulphonamides as apoptosis inducing anticancer agents
Mettu, Akhila,Naikal James Prameela, Subhashini,Talla, Venu,Thumma, Soujanya
, (2020/01/28)
In an approach to develop potent cytotoxic compounds with targeted action, a systematic methodology was employed to design and initially synthesize parent compounds A1, A8, A13 and A14 followed by synthesis of further analogs of A1 (A2-A7) and A8 (A9-A12)
Synthesis, cytotoxic, and carbonic anhydrase inhibitory effects of new 2-(3-(4-methoxyphenyl)-5-(aryl)-4,5-dihydro-1H-pyrazol-1-yl)benzo[d]thiazole derivatives
Tugrak, Mehtap,Gul, Halise Inci,Sakagami, Hiroshi,Gulcin, Ilhami
, p. 2762 - 2768 (2020/04/15)
2-(3-[4-Methoxyphenyl]-5-aryl-4,5-dihydro-1H-pyrazol-1-yl)benzo[d]thiazoles (1b-7b) were synthesized for the first time except 1b, and spectral methods such as 1H NMR, 13C NMR and HRMS were utilized to illuminate the chemical structures of the synthesized compounds. Phenyl (1b), 2-methoxyphenyl (2b), 4-methoxyphenyl (3b), 4-methoxy-3-hydroxyphenyl (4b), 2,5-dimethoxyphenyl (5b), 3,4,5-trimethoxyphenyl (6b), or thiophene-2-yl (7b) was used as a aryl part. The inhibitory effects of the compounds were evaluated toward human carbonic anhydrase I and II enzymes (hCA I and hCA II). In vitro cytotoxic effects of the compounds against human oral squamous carcinomas and human normal oral cells were carried out via MTT. The compounds (1b-7b) had Ki values of 36.87 ± 11.62-66.24 ± 2.99 μM (hCA I) and 22.66 ± 1.41-89.95 ± 6.25 μM (hCA II). Compounds 1b (Ki = 36.87 ± 11.62 μM) toward hCA I, 6b (Ki = 22.66 ± 1.41 μM) toward hCA II had significant enzyme inhibitory potency. Compound 6b had the highest tumor selectivity (TS = 29.3) and potency selectivity expression (PSE = 272.3) values. Therefore, compounds 1b and 6b with CAs inhibition effect and compound 6b with the cytotoxicity may be forwarded to further studies as potent compounds.
