113100-79-1Relevant articles and documents
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 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.
