FRINK Linked Data Fragments server

Matches in SemOpenAlex for { <https://semopenalex.org/work/W4309770140> ?p ?o ?g. }

• W4309770140 endingPage "114926" @default.
• W4309770140 startingPage "114926" @default.
• W4309770140 abstract "Quinones are attractive pharmacological scaffolds for developing new agents for the treatment of different transmissible and non-transmissible human diseases due to their capacity to alter the cell redox homeostasis. The bioactivity and potential mode of action of 19 p-quinone derivatives fused to different aromatic rings (carbo or heterocycles) and harboring distinct substituents were investigated in infective Trypanosoma brucei brucei. All the compounds, except for a furanequinone (EC50=38 μM), proved to be similarly or even more potent (EC50 = 0.5-5.5 μM) than the clinical drug nifurtimox (EC50 = 5.3 μM). Three furanequinones and one thiazolequinone displayed a higher selectivity than nifurtimox. Two of these selective hits resulted potent inhibitors of T. cruzi proliferation (EC50=0.8-1.1 μM) but proved inactive against Leishmania infantum amastigotes. Most of the p-quinones induced a rapid and marked intracellular oxidation in T. b. brucei. DFT calculations on the oxidized quinone (Q), semiquinone (Q•-) and hydroquinone (QH2) suggest that all quinones have negative ΔG for the formation of Q•-. Qualitative and quantitative structure-activity relationship analyses in two or three dimensions of different electronic and biophysical descriptors of quinones and their corresponding bioactivities (killing potency and oxidative capacity) were performed. Charge distribution over the quinone ring carbons of Q and Q.- and the frontier orbitals energies of SUMO (Q.-) and LUMO (Q) correlate with their oxidative and trypanocidal activity. QSAR analysis also highlighted that both bromine substitution in the p-quinone ring and a bulky phenyl group attached to the furane and thiazole rings (which generates a negative charge due to the π electron system polarized by the nearby heteroatoms) are favorable for activity. By combining experimental and in silico procedures, this study disclosed important information about p-quinones that may help to rationally tune their electronic properties and biological activities." @default.
• W4309770140 created "2022-11-29" @default.
• W4309770140 creator A5004746728 @default.
• W4309770140 creator A5016381039 @default.
• W4309770140 creator A5019121499 @default.
• W4309770140 creator A5026701214 @default.
• W4309770140 creator A5038667808 @default.
• W4309770140 creator A5049787097 @default.
• W4309770140 creator A5060352933 @default.
• W4309770140 creator A5060513065 @default.
• W4309770140 creator A5064064752 @default.
• W4309770140 creator A5070805591 @default.
• W4309770140 creator A5077567118 @default.
• W4309770140 creator A5078723918 @default.
• W4309770140 creator A5084647552 @default.
• W4309770140 date "2023-01-01" @default.
• W4309770140 modified "2023-09-24" @default.
• W4309770140 title "Mode of action of p-quinone derivatives with trypanocidal activity studied by experimental and in silico models" @default.
• W4309770140 cites W17944005 @default.
• W4309770140 cites W1966916118 @default.
• W4309770140 cites W1983263820 @default.
• W4309770140 cites W1987025912 @default.
• W4309770140 cites W1989012153 @default.
• W4309770140 cites W2011877643 @default.
• W4309770140 cites W2012227984 @default.
• W4309770140 cites W2017699535 @default.
• W4309770140 cites W2021832340 @default.
• W4309770140 cites W2022939572 @default.
• W4309770140 cites W2044814377 @default.
• W4309770140 cites W2046156169 @default.
• W4309770140 cites W2063060349 @default.
• W4309770140 cites W2064349288 @default.
• W4309770140 cites W2074681440 @default.
• W4309770140 cites W2077086317 @default.
• W4309770140 cites W2087661061 @default.
• W4309770140 cites W2100811292 @default.
• W4309770140 cites W2104298012 @default.
• W4309770140 cites W2114491796 @default.
• W4309770140 cites W2125243015 @default.
• W4309770140 cites W2145469807 @default.
• W4309770140 cites W2160479357 @default.
• W4309770140 cites W2162432226 @default.
• W4309770140 cites W2171065311 @default.
• W4309770140 cites W2188671013 @default.
• W4309770140 cites W2294467502 @default.
• W4309770140 cites W2396994886 @default.
• W4309770140 cites W2520903395 @default.
• W4309770140 cites W2555473081 @default.
• W4309770140 cites W2559246216 @default.
• W4309770140 cites W2573868986 @default.
• W4309770140 cites W2622167732 @default.
• W4309770140 cites W2738372057 @default.
• W4309770140 cites W2742279599 @default.
• W4309770140 cites W2767870395 @default.
• W4309770140 cites W2875867225 @default.
• W4309770140 cites W2955773739 @default.
• W4309770140 cites W2969854051 @default.
• W4309770140 cites W2991668455 @default.
• W4309770140 cites W3001889089 @default.
• W4309770140 cites W3003538118 @default.
• W4309770140 cites W3019543367 @default.
• W4309770140 cites W3037378112 @default.
• W4309770140 cites W3094424280 @default.
• W4309770140 cites W3100238556 @default.
• W4309770140 cites W3116840920 @default.
• W4309770140 cites W3118958745 @default.
• W4309770140 cites W3147429163 @default.
• W4309770140 cites W3166096223 @default.
• W4309770140 cites W3172746261 @default.
• W4309770140 cites W3200954392 @default.
• W4309770140 cites W3214482058 @default.
• W4309770140 cites W4213181860 @default.
• W4309770140 cites W4220751635 @default.
• W4309770140 cites W4220754951 @default.
• W4309770140 cites W4223463815 @default.
• W4309770140 cites W4223510086 @default.
• W4309770140 cites W4242946877 @default.
• W4309770140 cites W4280490959 @default.
• W4309770140 cites W4281489129 @default.
• W4309770140 cites W4281735653 @default.
• W4309770140 cites W4285292691 @default.
• W4309770140 cites W4295904780 @default.
• W4309770140 doi "https://doi.org/10.1016/j.ejmech.2022.114926" @default.
• W4309770140 hasPubMedId "https://pubmed.ncbi.nlm.nih.gov/36508970" @default.
• W4309770140 hasPublicationYear "2023" @default.
• W4309770140 type Work @default.
• W4309770140 citedByCount "1" @default.
• W4309770140 countsByYear W43097701402023 @default.
• W4309770140 crossrefType "journal-article" @default.
• W4309770140 hasAuthorship W4309770140A5004746728 @default.
• W4309770140 hasAuthorship W4309770140A5016381039 @default.
• W4309770140 hasAuthorship W4309770140A5019121499 @default.
• W4309770140 hasAuthorship W4309770140A5026701214 @default.
• W4309770140 hasAuthorship W4309770140A5038667808 @default.
• W4309770140 hasAuthorship W4309770140A5049787097 @default.
• W4309770140 hasAuthorship W4309770140A5060352933 @default.
• W4309770140 hasAuthorship W4309770140A5060513065 @default.
• W4309770140 hasAuthorship W4309770140A5064064752 @default.

• next