1-1-diphenyl-2-picrylhydrazyl and benzamide

1-1-diphenyl-2-picrylhydrazyl has been researched along with benzamide* in 2 studies

Other Studies

2 other study(ies) available for 1-1-diphenyl-2-picrylhydrazyl and benzamide

ArticleYear
Inhibitory effects of N-(acryloyl)benzamide derivatives on tyrosinase and melanogenesis.
    Bioorganic & medicinal chemistry, 2019, 09-01, Volume: 27, Issue:17

    Targeting of tyrosinase has proven to be the best means of identifying safe, efficacious, and potent tyrosinase inhibitors for whitening skin. We designed and synthesized ten NAB (N-(acryloyl)benzamide) derivatives (1a-1j) using the Horner-Wadsworth-Emmons olefination of diethyl (2-benzamido-2-oxoethyl)phosphonate and appropriate benzaldehydes. A mushroom tyrosinase inhibitory assay showed compounds 1a (36.71 ± 2.14% inhibition) and 1j (25.99 ± 2.77% inhibition) inhibited tyrosinase more than the other eight NAB derivatives and kojic acid (21.56 ± 2.93% inhibition), and docking studies indicated 1a (-6.9 kcal/mole) and 1j (-7.5 kcal/mole) had stronger binding affinities for tyrosinase than kojic acid (-5.7 kcal/mole). At a concentration of 25 μM, 1a and 1j were nontoxic in B16F10 melanoma cells and exhibited stronger tyrosinase inhibition (59.70% and 76.77%, respectively) than kojic acid (50.30% inhibition) or arbutin (41.78% inhibition at 400 μM). Similarly, in B16F10 melanoma cells, compounds 1a and 1j at 25 μM decreased total melanin content by 47.97% and 61.77%, respectively (kojic acid; 38.98%). Similarities between inhibitions of tyrosinase activity and melanin contents suggested the anti-melanogenic effects of 1a and 1j were due to tyrosinase inhibition. The excellent DPPH scavenging activity of 1j suggests it might enhance in vivo effect on melanin contents. The study suggests compound 1j offers a potential starting point for the development of safe, potent tyrosinase inhibitors.

    Topics: Agaricales; Animals; Benzamides; Biphenyl Compounds; Cell Survival; Dose-Response Relationship, Drug; Enzyme Inhibitors; Free Radical Scavengers; Melanins; Mice; Molecular Structure; Monophenol Monooxygenase; Picrates; Structure-Activity Relationship; Tumor Cells, Cultured

2019
Dynamic nuclear polarization of nitrogen-15 in benzamide.
    Solid state nuclear magnetic resonance, 1997, Volume: 8, Issue:2

    A 15N dynamic nuclear polarization (DNP) experiment is reported in which a 15N DNP enhancement factor of approximately 2.6 x 10(2) is obtained on free radical doped samples of 99% 15N labeled benzamide. The free radicals BDPA (1:1 complex of alpha, gamma-bisdiphenylene-beta-phenylallyl with benzene) and DPPH (2,2-Di(4-tert-octylphenyl)-1-picrylhydrazyl) are used as dopants and the spin relaxation effects of adding these dopants are studied by means of changes in proton and nitrogen T1 values of the samples. The combination in solids of a very low natural abundance, 0.37%, a small gyromagnetic ratio, and a long spin-lattice relaxation time for 15N nuclei create severe sensitivity problems that, in large part, are ameliorated by the signal enhancement observed in the 15N DNP experiment on samples containing free electrons.

    Topics: Benzamides; Benzene; Benzene Derivatives; Bepridil; Biphenyl Compounds; Electromagnetic Phenomena; Electron Spin Resonance Spectroscopy; Electrons; Free Radicals; Magnetic Resonance Spectroscopy; Nitrogen; Nitrogen Isotopes; Picrates; Protons

1997