113100-79-1Relevant academic research and scientific papers
Combined Cardioprotective and Adipocyte Browning Effects Promoted by the Eutomer of Dual sEH/PPARγModulator
Hartmann, Markus,Bibli, Sofia-Iris,Tews, Daniel,Ni, Xiaomin,Kircher, Theresa,Kramer, Jan S.,Kilu, Whitney,Heering, Jan,Hernandez-Olmos, Victor,Weizel, Lilia,Scriba, Gerhard K. E.,Krait, Sulaiman,Knapp, Stefan,Chaikuad, Apirat,Merk, Daniel,Fleming, Ingrid,Fischer-Posovszky, Pamela,Proschak, Ewgenij
, p. 2815 - 2828 (2021/03/09)
The metabolic syndrome (MetS) is a constellation of cardiovascular and metabolic symptoms involving insulin resistance, steatohepatitis, obesity, hypertension, and heart disease, and patients suffering from MetS often require polypharmaceutical treatment.
Synthesis, in silico docking experiments of new 2-pyrrolidinone derivatives and study of their anti-inflammatory activity
Moutevelis-Minakakis, Panagiota,Papavassilopoulou, Eleni,Michas, George,Georgikopoulou, Kalliopi,Ragoussi, Maria-Eleni,Neophytou, Niki,Zoumpoulakis, Panagiotis,Mavromoustakos, Thomas,Hadjipavlou-Litina, Dimitra
experimental part, p. 2888 - 2902 (2011/06/17)
A new class of 2-pyrrolidinone derivatives was designed, synthesized, and tested for their antioxidant and anti-inflammatory activities. The compounds were evaluated for their inhibitory activity against LOX. The most potent among them, 14d [IC50 0.08 (±0.005) mM], and 14e [IC50 0.0705 (±0.003) mM], were also tested in vivo. The compound 14d induced equipotent inhibition against rat paw edema, which is very close to the effect produced by the commonly used standard, namely indomethacin (47%). The LOX inhibitory activity of the compound 14e proceeds in parallel to the % inhibitory value of lipid peroxidation meaning that this LOX inhibitory activity is supported by the lipid peroxidation inhibition. The molecular features that govern their bioactivity were explored through in silico docking experiments. The results showed that acidic moieties must be placed in certain distance and orientation in the active site of LOX enzyme in order to productively exhibit inhibitory activity. In addition, the 2-pyrrolidinone template significantly contributes in the inhibitory properties of the new compounds.
Laser flash photolysis studies on the first superoxide thermal source. First direct measurements of the rates of solvent-assisted 1,2-hydrogen atom shifts and a proposed new mechanism for this unusual rearrangement
Konya, Klara G.,Paul, Thomas,Lin, Shuqiong,Lusztyk, Janusz,Ingold
, p. 7518 - 7527 (2007/10/03)
The thermal decomposition of bis(4-carboxybenzyl)hyponitrite (SOTS-1) in aerated water under physiological conditions has previously been shown to give the superoxide radical anion in a yield of 40 mol % (Ingold, K. U.; et al. J. Am. Chem. Soc. 1997, 119, 12364). The absolute kinetics of the elementary reactions involved in the cascade of events leading from the first-formed water-soluble benzyloxyl radical to superoxide have been determined by laser flash photolysis. On the basis of these kinetics it is concluded that SOTS-1 will be suitable for studies of superoxide-induced oxidative stress in most biological systems. A water-assisted 1,2-H shift converting benzyloxyl into the benzyl ketyl radical is an important step in the above reaction cascade. The kinetics of the 1,2-H shift assisted by H2O, D2O, and a number of nucleophilic alcohols have been measured for the first time. These data have led to a proposed new mechanism involving the initial formation of a ketyl radical anion and an oxonium cation which generally collapse to give the neutral ketyl radical as the first observable product on the time scale of our experiments (ca. 80 ns).
Synthesis and binding properties of a macrobicyclic receptor for N-protected peptides with a carboxylic acid terminus
Henley, Peter D.,Waymark, Christopher P.,Gillies, Iain,Kilburn, Jeremy D.
, p. 1021 - 1031 (2007/10/03)
A novel macrobicyclic receptor, 3, has been synthesised by linking together a diaminopyridine with suitable amino acids, followed by a double intramolecular cyclisation of a suitably activated precursor. Macrobicycle 3 features a diamidopyridirie unit, designed to serve as a specific binding site for carboxylic acid functionality, at the base of an open, bowl-shaped cavity. Incorporation of additional amide functionality around the rim of the bowl-shaped structure provides further hydrogen bonding sites to interact with pcptidic guests. The binding properties of 3 with N-protected amino acid and peptide derivatives have been investigated by NMR titration experiments, which reveal that 3 is a strong and selective receptor for peptides with a carboxylic acid terminus in CDCl3 solution, the strongest binding being observed with Cbz-β-alanyl-D-alanine (-ΔGass = 22.8 kJ mol-1). The macrobicycle is reasonably enantioselective (Cbz-β-alanyl-L-alanine, -ΔGass = 19.1 kJ mol-1) and notably the binding of Cbz-β-alanyl lactic acids is considerably weaker than the binding of the corresponding Cbz-β-alanyl alanines (ΔΔGass ～ 8-9 kJ mol-1). Molecular modelling and 2D NMR studies have been carried out on the free macrobicycle and the 1:1 complex formed with the most strongly bound substrate (Cbz-β-alanyl-D-alanine). These studies provide a consistent picture of the macrobicycle as a flexible receptor, which is able to bind the Cbz-β-alanyl-D-alanine substrate in the macrobicyclic cavity with a series of well defined hydrogen bonds to the alanylalanine amide, and less well defined hydrogen bonds to the benzylcarbamate functionality. The Royal Society of Chemistry 2000.
Synthesis of aryl(difluoromethylenephosphonates) via electrophilic fluorination of α-carbanions of benzylic phosphonates with N- fluorobenzenesulfonimide.
Taylor, Scott D.,Kotoris, Christopher C.,Dinaut, A. Nicole,Chen, Mei-Jin
, p. 1691 - 1714 (2007/10/03)
The electrophilic fluorination of a wide variety of benzylic phosphonates with N-fluorobenzenesulfonimide has been examined. The fluorination reaction proceeds well in the presence of an array of functional groups such as nitro, bromo, ketone, ester, phenyl and ether groups. Phenyl and biphenyl derivatives containing two α,α-difluoromethylenephosphonate groups can also be prepared. This procedure is compatible with methyl or ethyl phosphonate esters but not with t-butyl esters or with benzylic phosphonates containing an additional benzylic moiety at the para-position.
Synthesis and peptide binding properties of a C2 symmetric macrobicycle
Waymark, Christopher P.
, p. 3051 - 3054 (2007/10/02)
A novel macrobicycle featuring an amidopyridine unit as a carboxylic acid binding site, and amide functionality to provide further hydrogen bonding interactions with suitable guests has been prepared. The ability of this novel macrobicycle to bind peptide derivatives has been investigated.
1.3-Dioxolan-4-ones as Chiral Unit for Ferroelectric Liquid Crystals and Dopants for Induced Ferroelectric Mesophases
Scherowsky, G.,Sefkow, M.
, p. 207 - 216 (2007/10/02)
The synthesis, phase behaviour, spontaneous polarization and response times of a new type of ferroelectric liquid crystals and dopants (for induced ferroelectric phases) containing trisubstituted 1.3-dioxolan-4-ones as chiral unit are described.Two pairs
Certain arylalkyl or pyridylalkyl hydroxamates useful for treating allergies and asthma
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, (2008/06/13)
Arylhydroxamates are provided having the structure STR1 wherein R1 is hydrogen, lower alkyl, aryl, lower alkenyl, cycloalkyl, or aralkyl; R2 is hydrogen, lower alkyl, aryl, cycloalkyl, alkanoyl or aroyl; m is 2 to 8; and STR2 wherein R3 is OH, COOH STR3 These compounds are useful as inhibitors of Δ5 -lipoxygenase and as such are useful as antiallergy agents.
