A convenient synthesis of 1-thiocarbamoyl-3-phenyl-5-diphenyl-4,5-dihydro-(1H)-pyrazole derivatives (2a-2g) was carried out by the condensation reaction of (E)-3-(phenyl)-1-(biphenyl-2-yl)-3-arylprop-2-en-1-ones (1a-1g) with thiosemicarbazide, sodium hydroxide as a catalyst in the presence of ethanol as solvent. Further, (E)-3-(phenyl)-1-(biphenyl-2-yl)-3-arylprop-2-en-1-ones were synthesized by the Claisen-Schmidt condensation reaction of substituted aldehydes with 4-acetylbiphenyl in the presence of basic ethanolic solution. The structure of synthesized compounds were confirmed by FT-IR, 1 H NMR, 13 C NMR and 1 H-1 H COSY. The antimicrobial susceptibility tests of synthesized compounds were screened against Staphylococcus aureus, Streptococcus pyogenes, Escherichia coli and Pseudomonas aeruginosa. The docking studies also carried out by using 1UAG receptor for all the synthesized compounds (2a-2g).
A new series of pyrrolo [3,2-c] pyrroles were synthesized and characterized using various analytical techniques including FT-IR, UV-Vis and NMR spectroscopic studies. The biological descriptors of the synthesized compounds were investigated using DFT calculation. The mode of binding and reactivity of the target compounds with SARS-CoV-2 main protease (M pro ) were studied using molecular docking and molecular dynamics (MD) simulation. Molecular docking of the compounds (4a and 5a) showed a promising binding a nity towards M pro protein with the binding energy of -8.3 kcal/mol and − 8.0 kcal/mol, respectively. The results of MD simulation and prime MM-GBSA calculation were consistent with molecular docking. The absorption, distribution, metabolism, excretion (ADME) properties of the compounds are in the acceptable range, as they are orally active and obey Lipinski's rule of ve without violation. In addition, in silico toxicity prediction using the Pro-Tox II revealed the non-toxic nature of the compounds. Hence the obtained results suggest that these compounds could be a possible anti-viral candidate and highlight this series of compounds for further drug design and development against SARS-CoV-2.
The current novel series of 1-[5-(furan-2-yl)-4,5-dihydro-3-(4-morpholinophenyl)pyrazol-1-yl]ethanone are synthesized from the 3-(furan-2-yl)-1-(4-morpholinophenyl)prop-2-ene-1-one by cyclization reaction. The 3-(furan-2-yl)-1-(4-morpholinophenyl)prop-2-ene-1-one chalcones are derived from the reaction of 4-morpholino acetophenone with substituted furfuraldehyde by common Claisen-Schmidt condensation reaction. The structures of the synthesized compounds skeleton are elucidated by IR, 1 H NMR and 13 C NMR. The antimicrobial susceptibility tests of synthesized compounds are screened against Staphylococcus aureus and Escherichia coli. From the three synthesized compounds the electron-withdrawing substitution (Br) shows good effect against the Gram-positive bacteria and the electron donating substitution (CH3) shows excellent inhibition zone against the Gram-negative bacteria at the concentration level (10 µg/mL). The molecular docking is an effective and component tool for in silico screening of bioactive compounds and Auto Dock 4.2.1 is used to find the binding interaction of synthesized compounds towards 3 selected bacterial proteins (2X5O, 3TYE, 3UDI).
The present study reveals the greener synthesis and corrosion inhibition study of phenylamino cyclohex-2-enone (PAC) derivatives. Microwave assisted synthesis is one of the safe and environmental friendly method to synthesize cyclohex-2-enone compounds in presence of sodium bisulphate used as a catalyst and it is a highly economical one. The cyclohex-2-enone compounds corrosion inhibitive effect proved with the help of its weight loss. Synergetic process, electro chemical impedence and potentiodynamic polarization studies was carried out for the target compounds. The structures of synthesized cycloexenone compounds were elucidated with the help of IR, 1H and 13C NMR. The type of adsorption isotherm was confirmed by using synergetic process. The synergetic process was done by observing the correlation between halides and inhibitor. The final results show that the compounds follow the Langmuir adsorption isotherm.
Objective: The objective of this study was to evaluate in silico and in vitro anticancer activity for synthesized cyclohexane-1,3-dione derivatives.
Methods: The new series of cyclohexane-1,3-dione derivatives were synthesized based on the Michael addition reaction. Further, the structures of the synthesized compounds were confirmed by Fourier-transform infrared spectroscopy, 1H nuclear magnetic resonance (NMR), and 13C NMR spectral data. Then, the in silico molecular docking studies were carried out using AutoDock tool version 1.5.6 and AutoDock version 4.2.5.1 docking program. The antimicrobial activity was carried out using the agar disk diffusion method, and the in vitro anticancer activity was performed by 3-(4,5-dimethylthiazol-2-yl)-2,5-diphenyltetrazolium bromide (MTT) assay for the synthesized compound.
Results: In silico docking study, compound 5c showed good binding score and binding interactions with selected bacterial proteins and breast cancer protein. Further, compound (5a-5h) was tested for their antimicrobial activity and compound 5c was only tested for anticancer activity (human breast adenocarcinoma 3,4-methylenedioxyamphetamine-MB-231 cell line). Compound 5c was found to be the most active one of all the tested compounds. In the MTT assay compound, 5c showed the LC50 value of 10.31±0.003 μg/ml. In antimicrobial activity, the minimum inhibitory concentration of compound 5c is 2.5 mg/ml.
Conclusion: An efficient synthesis of biologically active cyclohexane-1, 3-dione derivatives has been developed.
scite is a Brooklyn-based organization that helps researchers better discover and understand research articles through Smart Citations–citations that display the context of the citation and describe whether the article provides supporting or contrasting evidence. scite is used by students and researchers from around the world and is funded in part by the National Science Foundation and the National Institute on Drug Abuse of the National Institutes of Health.