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1.
Analyst ; 149(12): 3325-3334, 2024 Jun 10.
Artigo em Inglês | MEDLINE | ID: mdl-38695769

RESUMO

Bisphenol A (BPA) is an endocrine disruptor that leaches into food and is significantly employed in food and beverage storage, and source water cycles. To ensure an outstanding and sustainable biosphere while safeguarding human health and well-being, BPA detection is essential, necessitating an efficient detection methodology. Here, we describe an easy-to-use, inexpensive, and overly sensitive electrochemical detector that uses Fe-MOF nanotextures for identifying BPA in groundwater. This sensing electrode device combines the excellent guest interaction potential of organic ligands with the substantial surface area of metal. Using various analytical techniques including scanning electron microscopy (SEM), transmission electron microscopy (TEM), Fourier transform infrared spectroscopy (FT-IR), and powder X-ray diffraction (XRD), the structural and physicochemical behaviors of the as-synthesized material were evaluated. Electrochemical BPA detection was enabled by a diffusion-controlled oxidation procedure with a comparable number of both protons and electrons. With a 0.1 µM detection limit, the sensor displayed a linear sensitivity of around 0.1 µM and 15 µM. Additionally, the sensors demonstrated an outstanding recovery with actual water samples as well as a repeatable and steady performance over the course of a month exhibiting minimal interference from typical inorganic and organic species. Due to its notable sensitivity, inexpensive cost, robust selectivity, excellent repeatability, and reuse ability, the electroanalytical possibilities of the Fe-MOF-modified GCE suggest that the device can be implemented into real-world applications in its primed condition.

2.
RSC Adv ; 12(47): 30712-30721, 2022 Oct 24.
Artigo em Inglês | MEDLINE | ID: mdl-36349162

RESUMO

A catalyst-free and green chemical method has been developed for the methylenation of indole and N-methyl-7-aza indoles with aqueous formaldehyde afforded respective N,N'-dimethyl-3,3'-bis-7-azaindolylmethanes under microwave irradiation in excellent yield. Subsequent oxidation of the products thus obtained, using one electron chemical oxidant CAN afforded N,N'-dimethyl-3,3'-bis-7-azaindolylmethanone derivatives in excellent yield. This resulted in methanone derivatives with halogen substitution at the aryl ring which when subjected to Suzuki coupling with aryl boronic acids furnished highly functionalized fluorescent biaryl derivatives. Plausible mechanisms, characterization including XRD, and evaluation of photophysical properties of the Suzuki coupled products are described.

3.
RSC Adv ; 12(42): 27246-27252, 2022 Sep 22.
Artigo em Inglês | MEDLINE | ID: mdl-36276024

RESUMO

A rapid and efficient method has been developed for the synthesis of 13,14-dimethyl-6,7-dihydrodibenzo[b,j][4,7]phenanthroline derivatives (3a-d) through the Friedländer condensation of 2-aminoarylketone with 1,4-cyclohexanedione under solvent-free conditions using p-toluenesulphonic acid. The synthetic utility of compounds 3a, 3b, and 3c was demonstrated by synthesizing compounds 6a-kvia Suzuki coupling, 8 by Buchwald-Hartwig amination, and 9a-bvia NBS bromination. Significantly, the emission band corresponding to the π-π* electronic transition of compounds 3a, 6a, 6d, 6f, and 8 showed a redshift with increasing polarity of the solvents. Molar extinction coefficient (ε), Stoke's shift (Δ[italic small upsilon, Greek, macron]), and quantum yield (Φ f) were calculated for all these compounds.

4.
RSC Adv ; 12(3): 1834-1839, 2022 Jan 05.
Artigo em Inglês | MEDLINE | ID: mdl-35425207

RESUMO

A mixture DMSO-allyl bromide has been developed as a reagent for an atom economic one-pot N-allylation and aryl bromination under basic conditions. Utilizing this reagent, N-allylation-bromination of a number of 2°-aryl amines, aryl aminoamides, indoles, and 7-aza indoles has been achieved. The scope of the substrates and limitations, the synthetic utility of the products, and a plausible reaction mechanism have been proposed.

5.
Mini Rev Med Chem ; 22(7): 1030-1063, 2022.
Artigo em Inglês | MEDLINE | ID: mdl-34819000

RESUMO

Chromones are the class of secondary metabolites that broadly occur in the plant kingdom in a noticeable quantity. This rigid bicyclic system has been categorized "as privileged scaffolds in compounds" in medicinal chemistry. Their wide biological responses have made them an important moiety in a drug discovery program. This review provides updates on the various methods of synthesis of chromones and biological applications in medicinal chemistry. Various synthetic strategies for the construction of chromones include readily available phenols, salicylic acid and its derivatives, ynones, chalcones, enaminones, and 2-hydroxyarylalkylketones as starting materials. Synthesis of chromones by using metal, metal-free, nanomaterials and different other catalysts is herein included. Details of diverse biological activities of chromone derviatives, such as anti-cancer, antimicrobial, anti-viral, anti-inflammatory, antioxidant, as Monoamine Oxidase-B (MAO-B) inhibitors, anti- Alzheimer's agents, anti-diabetic agents, having antihistaminic potential, and acting as antiplatelet agents, are discussed.


Assuntos
Cromonas , Neoplasias , Cromonas/farmacologia , Descoberta de Drogas , Humanos , Monoaminoxidase/metabolismo , Inibidores da Monoaminoxidase/farmacologia , Relação Estrutura-Atividade
6.
ACS Omega ; 5(15): 8515-8522, 2020 Apr 21.
Artigo em Inglês | MEDLINE | ID: mdl-32337412

RESUMO

A facile and diversity-oriented approach has been developed for the synthesis of pyrrole-, pyridine-, or azepine-appended (het)aryl aminoamides via the N-allylation/homoallylation-ring-closing metathesis (RCM) strategy. Microwave condition was efficiently utilized for N-allylation of (het)aryl aminoamides to synthesize di-, tri-, and tetra-allyl/homoallylated RCM substrates in good yields. All of the RCM substrates were successfully converted to respective pyrroles 6a-h, 13a,b, 15a,b, pyridines 11a-d, 13c, and azepines 7a,b via RCM. All of the five-, six-, and seven-membered N-heterocycles were synthesized in shorter reaction times with excellent yields without isomerization products. A one-pot reaction to synthesize compounds 6a and 6b without isolating corresponding RCM substrates was achieved successfully. The synthetic utility of the compound 6b has been demonstrated by synthesizing biaryl derivatives 17a,b under the microwave Suzuki coupling reaction condition.

7.
J Biomol Struct Dyn ; 38(12): 3563-3577, 2020 Aug.
Artigo em Inglês | MEDLINE | ID: mdl-31526250

RESUMO

Among the plant constituents of Clerodendrum colebrookianum Walp., acteoside, martinoside, and osmanthuside ß6 interact with ROCK, a drug target for cancer. In this study, aglycone fragments of these plant constituents (caffeic acid, ferulic acid, and p-coumaric acid) along with the homopiperazine ring of fasudil (standard ROCK inhibitor) were used to design hybrid molecules. The designed molecules interact with the key hinge region residue Met156/Met157 of ROCK I/II in a stable manner according to our docking and molecular dynamics simulations. These compounds were synthesized and tested in vitro in SW480, MDA-MB-231, and A-549 cancer cell lines. The most promising compound was chemically optimized to obtain a thiourea analog, 6a (IC50 = 25 µM), which has >3-fold higher antiproliferative activity than fasudil (IC50 = 87 µM) in SW480 cells. Treatment with this molecule also inhibits the migration of colon cancer cells and induces cell apoptosis. Further, SPR experiments suggests that the binding affinity of 6a with ROCK I protein is better than that of fasudil. Hence, the drug-like natural product analog 6a constitutes a highly promising new anticancer lead.Communicated by Ramaswamy H. Sarma.


Assuntos
Produtos Biológicos , Apoptose , Produtos Biológicos/farmacologia , Simulação de Acoplamento Molecular , Simulação de Dinâmica Molecular
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