333341-17-6Relevant academic research and scientific papers
Rational design, synthesis and SAR study of novel warfarin analogous of 4-hydroxy coumarin-beta-aryl propanoic acid derivatives as potent anti-inflammatory agents
Gudimani, Parashuram,Joshi, Shrinivas,Kumbar, Vijay M.,Pawar, Varsha,Shastri, Lokesh A.,Sunagar, Vinay
, (2022/01/19)
Synthesis of highly potent and enhanced safety profiled antiinflammatory drugs has become a challenging task in the drug discovery process. A library of warfarin analogue 3-(4?hydroxy-2-oxo-2H-chromen-3-yl)-3-arylpropanoic acid derivatives have been synthesised and their structures were established by availing different analysis techniques. The invitro COX-1/COX-2 study revealed the effective potency of the selective compounds 2b(IC50=180.45 μl/ml), 2c(IC50=21.03 μl/ml) and 2f(IC50=120.45 μl/ml) against COX-2 compared to reference drug aspirin (IC50=121.60 μl/ml). Compound 2c is more selective towards COX-2 with a high selective index of 7.42 than standard aspirin with a selective index of 4.14. Further, the target molecules were assessed for their antiinflammatory activity against MMP2 and MMP9, the results revealing a high percentage of inhibition. While, protein denaturation study displayed high potency of the compounds 2a (IC50=13.32 μg/ml), 2 g (IC50=11.14 μg/ml) and 2l (IC50=4.71 μg/ml) as compared with aspirin (IC50=13.42 μl/ml). The docking studies were established to understand the structural features responsible for biological activity and the outcome of the docking studies are indeed following the experimental results.
One-pot Synthesis of Dihydropyrano[3,2-c]chromenes and their Evaluation for Antimicrobial and in vitro Anticancer Activity
Kadam, Kailash R.,Murade, Vaishali D.,Pandit, Shivaji S.,Waghmare, Amit S.
, p. 51 - 59 (2022/03/27)
The three-component one-pot synthesis of dihydropyrano[3,2-c]chromene derivatives was obtained in good to excellent yields within short reaction time by condensing 4-hydroxycoumarin, aldehydes, and malononitrile or ethyl cyanoacetate with a catalytic amount of (diacetoxyiodo)benzene as hypervalent iodine in aqueous ethanol under reflux condition. Different aromatic aldehyde having electron donating and withdrawing groups and hetero-aromatic aldehyde were used under the same reaction condition to give the product. Newly synthesized compounds showed moderate to excellent activity when they screened for antimicrobial activity. Selected compounds were tested for anticancer activity. Compounds 4k and 4n showed good activity against human astrocytoma-glioblastoma cell line (U373MG).
Zn (II)-Schiff base covalently anchored to CaO@SiO2: A hybrid nanocatalyst for green synthesis of 4H-pyrans
Sameri, Fatemeh,Bodaghifard, Mohammad Ali,Mobinikhaledi, Akbar
, (2021/08/03)
In this study, the Zn (II)-Schiff base covalently anchored onto the surface of CaO@SiO2 nanoparticles. The structure of this hybrid nanomaterial (CaO@SiO2-NH2-Sal-Zn) was characterized using the analytical techniques such
High-efficient synthesis of 2-imino-2H-chromenes and dihydropyrano[c]chromenes using novel and green catalyst (CaO@SiO2@AIL)
Sameri, Fatemeh,Mobinikhaledi, Akbar,Bodaghifard, Mohammad Ali
, p. 723 - 741 (2021/02/26)
In this work, 1,3,5,7-tetraazaadamantan-1-ium chloride (AIL) functionalized silica-coated calcium oxide hybrid nanocatalyst (CaO@SiO2@AIL) as a novel, efficient, green and recyclable heterogeneous ionic liquid catalyst was synthesized. Catalytic activity of the CaO@SiO2@AIL hybrid nanoparticles was investigated for synthesis of the pharmaceutically valuable 2-imino-2H-chromene and dihydropyrano[c]chromene derivatives. A wide range of amines and aromatic aldehydes containing either electron-withdrawing or electron-donating substituent were examined using optimized conditions to produce the desired products. 2-Imino-2H-chromenes were synthesized under solvent-free condition, and dihydropyrano[c]chromenes were prepared in aqueous medium as green conditions within short reaction times, high yields and using easy workup procedures. Structure confirmation and surface properties of the core/shell hybrid nanoparticles were considered via Fourier transform infrared spectroscopy, X-ray powder diffraction, scanning electron microscope, energy-dispersive X-ray spectroscopy, WDS map scan, thermogravimetric and elemental analyses. This IL-supported heterogeneous nanocatalyst can be reused at least six times without considerable loss of its performance.
A novel magnetically recyclable semi-dendrimer catalyst-based ethanolpyridole supported on ferrite nanoparticles (HNPs@Py) for the synthesis of biscoumarin and dihydropyrano[3,2-c]chromene derivatives
Afsharnadery, Fatemeh,Khosravi, Kaveh,Zolfigol, Mohammad Ali
, (2021/05/27)
The novel organic–inorganic nanohybrid magnetic nanoparticles (HNPs@Py) were prepared by a simple method and characterized by FT-IR, XRD, FE-SEM, TGA, VSM, EDX, and MAP. The catalytic activity of this new (HNPs@Py) was studied for green synthesis of bisco
Preparation and characterization of MNPs–PhSO3H as a heterogeneous catalyst for the synthesis of benzo[b]pyran and pyrano[3,2-c]chromenes
Faroughi Niya, Homayoun,Hazeri, Nourallah,Rezaie Kahkhaie, Mahboobeh,Maghsoodlou, Malek Taher
, p. 1685 - 1704 (2019/12/30)
In this study, an efficient and novel procedure has been reported for loading sulfanilic acid on the surface of magnetite Fe3O4 nanoparticles using tris(hydroxymethyl) aminomethane and 1,2-dichloroethane. Next, the synthesized nanoca
Amine modified nanozeolites for the three component synthesis of chromenes
Babaei, Fatemeh,Asghari, Sakineh,Tajbakhsh, Mahmoud
, p. 4693 - 4709 (2019/06/13)
Abstract: New amine modified nanozeolites were prepared and characterized using FT-IR, TGA, DTG, SEM, and TEM. Then the synthesized nanozeolites were employed as novel, recyclable and safe catalysts for the one-pot, three-component condensation of 4-hydro
γ-Fe2O3@Cu3Al-LDH-TUD as a new Amphoteric, Highly Efficient and Recyclable Heterogeneous Catalyst for the Solvent-free Synthesis of Dihydropyrano[3,2-c]pyrazoles and dihydropyrano[3,2-c]chromens
Azarifar, Davood,Tadayoni, Mehrdad,Ghaemi, Masoumeh
, (2018/02/27)
Thiourea dioxide was immobilized on γ-Fe2O3@Cu3Al-LDH magnetic nanoparticles to prepare the γ-Fe2O3@Cu3Al-LDH-TUD MNPs. The structure and properties of these magnetic nanoparticles were est
An eco-friendly synthesis of 4-aryl-substituted pyrano-fuzed coumarins as potential pharmacological active heterocycles using molybdenum oxide nanoparticles as an effective and recyclable catalyst
Pourshojaei, Yaghoub,Jadidi, Mohammad-Hossein,Eskandari, Khalil,Foroumadi, Alireza,Asadipour, Ali
, p. 4195 - 4212 (2018/03/21)
A green cascade three-component reaction between 4-hydroxycoumarin, malononitrile and a wide range of arylaldehydes by employing molybdenum oxide nanoparticles (MoO3 NPs) is described. By this achievement, some medicinally important products have been successfully synthesized in a one-pot under green conditions. Obtaining good to excellent yields of products, environmentally benign procedure, being easily handled, availability of starting materials, use of non-toxic solvents, and high recyclability of nano-catalysts are the most important advantages of this methodology.
