Substituted benzocoumarin derivatives: synthesis, characterization, biological activities and molecular docking with ADME studies

Herein, an efficient and convenient method for the synthesis of 4-(substitutedphenyl)-1,2-dihydro-2-oxo-6-(2-oxo-2H-benzo[g]chromen-3-yl)pyridine-3-carbonitrile derivatives have been reported using ammonium acetate as catalyst. The structures of synthesized compounds were confirmed using FT-IR, 1H, 13C-NMR and LC-MS spectroscopic techniques. The synthesized compounds have been evaluated for antibacterial activity against bacterial strains by agar diffusion method at different concentrations. Further, all the targeted compounds were screened for anti-oxidant and anti-cancer studies by DPPH and MTT assay methods at different concentrations. Compound 4b displayed good antioxidant and anticancer (against MCF-7 cell line) activity. Further, the binding capability for the synthesized compounds (4a–j) was analyzed by molecular docking studies using human peroxiredoxin 5 (PDB ID: 1HD2) and P38 MAP kinase (PDB ID: 1OUK) protein. Further, the physicochemical properties were analysed from ADME studies respectively

Synthesis of novel 2, 5-disubstituted tetrazole derivatives as potent biological agents

In the present work, we have discussed the synthesis of a series of 1-((2'-(2-(2-(substitutedphenyl))-2-oxoethyl)-2H-tetrazol-5-yl)-[1,1'-biphenyl]-4-yl)methyl)piperidine-4-carboxylic acid derivatives by the reaction of 1-((2'-(2H-tetrazol-5-yl)-[1,1'-biphenyl]-4-yl)methyl)piperidine-4-carboxylic acid with phenacyl bromides using potassium carbonate. The structures of synthesized derivatives have been characterized using different spectroscopic techniques like FT-IR, 1H-NMR, 13C-NMR, and Mass. Synthesized compounds were screened for their antibacterial and anti-TB activities all the compounds have found better activity against selected pathogenic strains. In addition, in silco molecular docking studies were carried out on targeted enzymes DNA gyrase and 3-oxoacyl-ACP reductase with ADME-toxicology studies

Synthesis, characterization and biological evaluation of novel series of 2-(benzylamino)-2-oxoethyl]-2-oxo-2H-1-benzopyran-3-carboxamide derivatives

406-419A novel series of benzopyran-3-carboxamide derivatives have been designed and synthesized using a smooth and linear multistep synthesis. Amidation of coumarin-3-carboxylic acid with glycine ethyl ester in the presence of EDC.HCl and HOBt as coupling agent followed by the hydrolysis results in the formation of key synthon, [(2-oxo-2H-1-benzopyran-3-carbonyl) amino] acetic acid 7 which is further coupled with substituted aryl amines using HATU in combination with Hünig’s base to get the target compounds 8(a-h). The synthesized compounds have been screened for their in vitro antibacterial and antioxidant activity and the results are expressed as MIC and IC50 values respectively. Further, the binding ability of synthesized compounds with different proteins have been examined by molecular docking studies

Substituted benzocoumarin derivatives: synthesis, characterization, biological activities and molecular docking with ADME studies

Received: 11.10.22. Revised: 08.11.22. Accepted: 09.11.22. Available online: 16.11.22.The authors are grateful to the Chairman, Department of Chemistry, Kuvempu University, Shankaraghatta, for providing the laboratory facilities. One of the authors, MuthipeedikaNibin Joy is grateful to Russian Science Foundation (Grants No. 22-23-20189 and 21-13-00304). The authors are also grateful to SAIF, Karnataka University, Dharwad for providing the spectra and to Maratha Mandal, Belagavi for biological studies.Herein, we report an efficient and convenient method for the synthesis of 4-(substitutedphenyl)-1,2-dihydro-2-oxo-6-(2-oxo-2Hbenzo[g]chromen-3-yl)pyridine-3-carbonitrile derivatives using ammonium acetate as a catalyst. The structures of the synthesized compounds were confirmed using FT-IR, 1H, 13C-NMR and LC-MS spectroscopic techniques. The synthesized compounds were evaluated for antibacterial activity against bacterial strains by disc diffusion method at different concentrations. Further, all the targeted compounds were screened for anti-oxidant and anti-cancer studies by DPPH and MTT assay methods respectively at different concentrations. Compound 4b displayed good antioxidant and anticancer (against MCF-7 cell line) activity. The binding capability for the synthesized compounds (4a–j) was analyzed by molecular docking studies using human peroxiredoxin 5 (PDB ID: 1HD2) and P38 MAP kinase (PDB ID: 1OUK) protein. The physicochemical properties were analyzed using absorption, distribution, metabolism and excretion (ADME) studies

Synthesis, invitro and invivo anti-hyperglycemic activity of 1,2,4-triazolebenzylidene and 1,3,4-thiadiazole derivatives

Abstract: New series of 1,2,4-triazole based Schiff base (5a-5i) and 1,3,4-thiadiazole (6a-6g) derivatives were synthesized by utilizing 4-amino-5-(4-chloro-2-methylphenyl)-4H-1,2,4-triazole-3-thiol (4) as active intermediateand evaluated for invitro anti-hyperglycemic activity by α-glucosidase enzyme inhibition and invivo by streptozotocin (STZ) and nicotinamide induced T2DM rat model. The compounds 5a, 5c-g which showed potential DPPH radical scavenging activity with a level of inhibition ranging between 70% and 90% were considered for anti-hyperglycemic activity. The IC 50 value, for the α-glucosidase inhibition capacity of the compounds 5a and 5c was 74.5µg and 113µg respectively. Blood glucose level of test compounds (5a, 5c-g) attenuated the progression of diabetes in a dose dependent manner following 14 days of treatment. The test compounds were given orally at 10mg/kg, 50mg/kg and 100mg/kg body weight of animals. The 14 th day data with 10 mg/kg, compounds 5a and 5c showed significant decrease in plasma glucose concentration (92mg/dL and 109mg/dL respectively) and for the compounds 5a, 5c-g with 100mg/kg, the plasma glucose concentration was 94mg/dL to 111mg/dL

Synthesis and antimicrobial activity of some imidazothiazole derivatives of benzofuran

A series of 6-(1-benzofuran-2-yl)-3-phenyl imidazo[2,1-b][1,3]thiazole (5a–f) and 3,6-bis (1-benzofuran-2-yl)imidazo[2,1-b][1,3]thiazole (6a–d) derivatives are synthesized by the reaction of 1-(1-benzofuran-2-yl)-2-bromoethanones (2a–b) with 4-phenyl-1,3-thiazol-2-amines (4a–c) and 4-benzofurano-1,3-thiazol-2-amines (3a–b) respectively. The structures of newly synthesized compounds are characterized by IR, 1H NMR and mass spectroscopic studies and were screened for their antimicrobial activities. The preliminary results revealed that some of the compounds exhibited promising antimicrobial activities

Synthesis of 2-(1-Benzofuran-2-yl)-4-(1,3-benzoxazol-2-yl/ 1,3-benzothiazol-2-yl) Quinolines as Blue Green Fluorescent Probes

A series of novel 2-(1-benzofuran-2-yl)-4-(1,3 benzoxazol-2-yl/1,3-benzothiazol-2-yl) quinoline derivatives 4(a–d) were synthesized in one step by the reaction of 2-(1-benzofuran-2-yl) quinoline-4-carboxylic acids 3(a-b) with o-aminophenol and o-amino thiophenol, respectively, using polyphosphoric acid (PPA) as a cyclizing agent. The fluorescent properties of newly synthesized compounds were investigated in three different organic solvents like chloroform (CHCl3), tetrahydrofuran (THF), and dimethyl sulfoxide (DMSO). The photophysical constants such as quantum yield and stokes shift were determined. From the results of fluorescence study, it is evident that all synthesized compounds are fluorescent in solution. Compound 4a emitted green light (490.4 nm, 518.2 nm, and 522.4 nm) with high quantum yield in all the three solvents, while compounds 4b, 4c, and 4d emitted green light (512 nm, 499 nm, 510 nm) only in polar solvent DMSO. All fluorescent probes exhibited a bathochromic shift on increase in polarity of the solvent

Synthesis and biological evaluation of some innovative coumarin derivatives containing thiazolidin-4-one ring

1151-1154The reaction of ethyl 2-oxo-2H-chromene-3-carboxylate with hydrazine followed by condensation of the resulting hydrazone with different aromatic aldehydes give the corresponding Schiff bases 5a-e. Reaction of these Schiff bases with mercaptoacetic acid furnishes the target thiazolidinone molecules 6a-e. The newly synthesized compounds have been screened for antibacterial and analgesic activities

A SYSTEMATIC REVIEW ON NANO DRUG DELIVERY SYSTEM: SOLID LIPID NANOPARTICLES (SLN)

Nanomedicine along with nano-delivery systems, are a young but fast-emerging science in which tiny materials are used as diagnostic tools or to deliver therapeutic drugs to specific targeted locations in a controlled manner. Nanotechnology has numerous advantages in the treatment of chronic human diseases through the site-specific and target-oriented delivery of precise medications. There have recently been several notable applications of nanomedicine (chemotherapeutic agents, biological agents, immunotherapeutic agents, and so on) in the treatment of various disorders. Efficient use of pricey medications and excipients, as well as cost savings in manufacturing Beneficial to patients, improved therapy, comfort, and the standard of living. Lipids have been proposed as an alternate carrier to circumvent the constraints of polymeric nanoparticles, notably for lipophilic medicines. Such small particles of lipid are known as solid lipid nanoparticles (SLNs), and they are gaining popularity among formulators all over the world. SLNs are colloidal carriers that were developed in the last decade as a replacement for traditional carriers. Lipid nanoparticles have caught the interest of researchers during the last two decades and have shown considerable therapeutic success since the first clinical approval of Doxil in 1995. Simultaneously, lipid nanoparticles have shown significant promise in conveying nucleic acid medications, as proven by the approval of two RNA treatments and an mRNA COVID-19 vaccination

ANTIOXIDANT AND ANTHELMINTIC ACTIVITY OF TERMINALIA ARJUNA ROXB. STEM BARK EXTRACTS

In the present investigation, four complementary assays, total reductive power, total antioxidant activity, 2,2-diphenyl-1-picrylhydrazyl (DPPH) radical scavenging activity and metal chelating ability for ferrous ions were used to screen the antioxidant property of Terminalia arjuna bark extracts.  The extracts showed significant antioxidant activity in correlation to the phytoconstituents present in the extracts. The phytochemical analysis revealed that the major bioactive components of the plants are terpenoides, polyphenols, saponins, tannins and glycosides. Live earthworms Pheretima posthuma were used for screening anthelmintic activity of bark extract. All extracts showed effective anthelmintic activity at 20 mg ml-1 concentration. Key words: Terminalia arjuna, Antioxidant, Anthelmintic, DPPH, Pheretima posthum