(2E)-3-(4-Chloro­phen­yl)-1-(4-hy­droxy­phen­yl)prop-2-en-1-one

In the title compound, C15H11ClO2, the dihedral angle between the mean planes of the chloro­benzene and hy­droxy­benzene rings is 6.5 (6)°. The mean plane of the prop-2-en-1-one group makes an angle of 18.0 (1)° with the hy­droxy­phenyl ring and 11.5 (1)° with the chloro­phenyl ring. The crystal packing is stabilized by inter­molecular O—H⋯O hydrogen bonds, weak C—H⋯O, C—H⋯π and π–π stacking inter­actions [centroid–centroid distances = 3.7771 (7) and 3.6917 (7) Å]

Antistress and antimicrobial studies of biphenyl chalcone derivatives

This work reports the synthesis, characterization of new (2E)-1-(biphenyl-4-yl)-3-aryl)-prop-2-en-1-one derivatives (C1-C10). The chalcone derivatives were evaluated for in vitro antibacterial, antifungal, antioxidant activities. The compounds exhibited moderate to good antimicrobial activity at MIC 10-40 μg/mL. The compounds were docked at the active site of the methionyl-tRNA synthetase (metRS) (PDB ID: 1A8H) to predict their putative interactions. The compounds further screened for antioxidant property, amid C5, C7 and C8 exhibited good DPPH radical scavenging activity. Compound C5 was selected for antistress studies against gamma radiation induced oxidative stress markers in E .coli K 12. The C5 pretreatment and irradiated bacteria sample showed modulatory action of stress enzymes SOD and CAT to near basal level and significant demulating effect on the level of TBARS.Keywords: Biphenyl chalcone derivatives, radioprotection, antioxidant activity, antimicrobial activity, molecular dockin

Synthesis and DPPH scavenging assay of reserpine analogues, computational studies and in silico docking studies in AChE and BChE responsible for Alzheimer's disease

Alzheimer's disease (AD) is a fast growing neurodegenerative disorder of the central nervous system and anti-oxidants can be used to help suppress the oxidative stress caused by the free radicals that are responsible for AD. A series of selected synthetic indole derivatives were biologically evaluated to identify potent new antioxidants. Most of the evaluated compounds showed significant to modest antioxidant properties (IC50 value 399.07 140.0±50 µM). Density Functional Theory (DFT) studies were carried out on the compounds and their corresponding free radicals. Differences in the energy of the parent compounds and their corresponding free radicals provided a good justification for the trend found in their IC50 values. In silico, docking of compounds into the proteins acetylcholinesterase (AChE) and butyrylcholinesterase (BChE), which are well known for contributing in AD disease, was also performed to predict anti-AD potential

Multicomponent synthesis, biological evaluation and molecular docking of new spiro-oxindole derivatives

A new series of spiro-oxindoles that were identified based upon their ability to inhibit methionine tRNA synthase (PDB ID: 1PFV) and glucosamine-6-phosphate synthase (PDB ID: 1JXA) enzymes in virtual screening was synthesized by a three-component 1,3-dipolar cycloaddition method. The reaction proceeds through the formation of azomethine ylides generated in situ by the decarboxylative condensation of isatin and amino acids with dipolarophile chalcones. These compounds are active against Staphylococcus aureus, Escherichia coli, Aspergillus niger and Aspergillus flavus, supporting the in silico screening. In addition, their antitubercular activity was assessed using the MABA method. The compounds 3â²-[(4-fluorophenyl)carbonyl]-4â²-phenylspiro[indole-3,2â²-pyrrolidin]-2(1H)-one 3a, 4â²-(4-bromophenyl)-3â²-[(4-fluorophenyl)carbonyl]-5â²-(hydroxymethyl) spiro[indole-3,2â²-pyrrolidin]-2(1H)-one 3e and 4â²-(4-chlorophenyl)-3â²-[(4-fluorophenyl)carbonyl]-5â²-(2-methylpropyl)spiro[indole-3,2â²-pyrrolidin]-2(1H)-one 3g are potent molecules with MIC of 0.8 μg/mL. In the DPPH radical scavenging assay, compounds 4â²-(4-chlorophenyl)-3â²-[(4-fluorophenyl)carbonyl]spiro[indole-3,2â²-pyrrolidin]-2(1H)-one 3b, 4â²-(4-chlorophenyl)-3â²-[(4-fluorophenyl)carbonyl]-5â²-(hydroxymethyl)spiro[indole-3,2â²-pyrrolidin]-2(1H)-one 3d and 4â²-(4-bromophenyl)-3â²-[(4-fluorophenyl)carbonyl]-5â²-(hydroxymethyl)spiro[indole-3,2â²-pyrrolidin]-2(1H)-one 3e exhibited significant radical scavenging capacity. Keywords: Chalcone, Spiro-oxindole, Azomethine ylide, Antimicrobial activity, Molecular dockin

Ethyl (4-benzyloxyphenyl)-6-methyl-2-sulfanylidene-1,2,3,4-tetrahydropyrimidine-5-carboxylate and a redetermination of ethyl (4RS)-4-(4-methoxyphenyl)-6-methyl-2-sulfanylidene-1,2,3,4-tetrahydropyrimidine-5-carboxylate, as its 0.105-hydrate, both at 200K:subtly different hydrogen-bonded ribbons

Two sulfanylidene-1,2,3,4-tetrahydropyrimidine derivatives have been synthesized using acid-catalysed cyclocondensation reactions between thiourea, ethyl 3-oxobutanoate and substituted benzaldehydes. In each of ethyl (4RS)-4-(4-benzyloxyphenyl)-6-methyl-2-sulfanylidene-1,2,3,4-tetrahydropyrimidine-5-carboxylate, C21H22N2O3S, (I), where Z′ = 2, and ethyl (4RS)-4-(4-methoxyphenyl)-6-methyl-2-sulfanylidene-1,2,3,4-tetrahydropyrimidine-5-carboxylate 0.105-hydrate, C15H18N2O3S.0.105H2O, (II), the reduced pyrimidine ring adopts a conformation intermediate between the boat, screw-boat and twist-boat forms. In (I) and (II), a combination of N - H⋯O and N - H⋯S hydrogen bonds links the organic molecules into ribbons containing alternating R 2 2(8) and R 4 4(20) rings. In (I), the ribbon contains three types of ring, viz. two different R 2 2(8) rings which are both centrosymmetric and R 4 4(20) rings which are not centrosymmetric. In (II), the ribbon contains two types of ring, both of which are centrosymmetric. In compound (II), the ribbons enclose continuous channels which run along the twofold rotation axes in the space group C2/c, and the partial-occupancy water molecules lie within these channels. Structural comparisons are made with a number of related compounds.</p