104765-79-9Relevant articles and documents
Synthesis, in vitro and in silico studies of naphthalene pyrazoline prop-2-en-1-one derivatives
Prabha,Raja,Nathiya,Ezhilarasi
, p. 1849 - 1856 (2020)
The synthesized new naphthalene pyrazoline prop-2-en-1-one derivatives (NDPP 1-8) were obtained by the Michael addition reaction of ethyl propanoate, hydrazine hydrate with NPD as a multicomponent scaffold. (E)-1-(naphthalen-3-yl)-3-phenylprop-2-en-1-one (NPD) was formed from 2-acetyl naphthalene and substituted aldehyde via Claisen-Schmidt condensation reaction. The NDPP skeleton structures were confirmed by infrared, 1H & 13C NMR spectral data and elemental analysis. The structure of NDPP compounds was subjected to molecular docking and ADME studies. The result of ADME prediction, compound NDPP 2, which contains electron withdrawing -Cl group has high drug-likeness value 4.21 than the compounds NDPP 4 and 7 which had electron donating CH3 and OCH3 group shows the drug-likeness value 2.62. The NDPP 2 also has high drug score 0.63 than NDPP 4 and NDPP 7 have drug score 0.60 and 0.69, respectively. Docking studies shows that compound NDPP 5 which also contain electron withdrawing NO2 group has good binding affinity value -8.8 Kcal/mol were docked with 1UAG protein. These compounds showed good drug-likeness value 2.25 and drug score 0.65. in vitro Studies have a high inhibition value for the same NO2 substituted derivative. All the compounds have higher binding affinity value than standards binding affinity value.
Naphthylchalcones induce apoptosis and caspase activation in a leukemia cell line: The relationship between mitochondrial damage, oxidative stress, and cell death
Winter, Evelyn,Chiaradia, Louise Domeneghini,De Cordova, Clarissa A.S.,Nunes, Ricardo José,Yunes, Rosendo Augusto,Creczynski-Pasa, Tania Beatriz
experimental part, p. 8026 - 8034 (2011/02/22)
In this study, we investigated the effects of 24 chalcone derivatives from 2-naphthylacetophenone toward a lymphoblastic leukemia cell line (L1210). Three compounds, called R7, R13, and R15, presented concentration- and time-dependent cytotoxicity and induced cellular death by apoptosis via mitochondrial injury and oxidative stress. The effects of these compounds appear to occur through different mechanisms because R13 and R7 induced a greater disturbance of mitochondrial potential, and all compounds induced disturbances of cellular ATP content and increased caspase-3 activity before cellular death. These compounds also interfered with antioxidant enzymes activities and GSH content through different mechanisms.
Substituent Effects on Carbonyl Stretching Frequency of β-Naphthyl Styryl Ketones
Rajasekaran, K.,Gnanasekaran, C.
, p. 64 - 66 (2007/10/02)
The s-cis carbonyl stretching frequencies of two series of substituted β-naphthyl styryl ketones have been measured in chloroform and carbon tetrachloride.One series contains substituents in benzene ring (Series-A) and the other contains substituents in naphthalene ring (Series-B).Substituent effects have been analysed in terms of Hammett equation.Good correlations have been obtained with ?p(+) constants in both the solvents.The low ρ-value for Series-A as compared to that of chalcones is explained on the basis of non-coplanarity of the styryl group and the carbonyl group in the ketones of Series-A.
