154152-56-4Relevant academic research and scientific papers
Syntheses, antiproliferative activity and theoretical characterization of acitretin-type retinoids with changes in the lipophilic part
Magoulas, George E.,Bariamis, Stavros E.,Athanassopoulos, Constantinos M.,Haskopoulos, Anastasios,Dedes, Petros G.,Krokidis, Marios G.,Karamanos, Nikos K.,Kletsas, Dimitris,Papaioannou, Dionissios,Maroulis, George
, p. 721 - 737 (2011/03/20)
Acitretin analogs, incorporating changes in the lipophilic part, were efficiently synthesized from commercially available aromatic aldehydes or methyl ketones using the Wittig or Horner-Wadsworth-Emmons reaction. Their antiproliferative activity was evaluated against human breast MCF-7 epithelial cells. Analogs 3, 4, 8 and 11 exhibited strong, dose-dependent, antiproliferative activity on the tested cell line. Analog 3, incorporating three methoxy groups in the aromatic ring, exhibited the strongest inhibitory effect at 10 μM. High-level all electron conventional ab initio and density functional theory quantum chemical calculations were performed to obtain the molecular structure, electron charge distribution and polarization properties of all compounds of interest in this work. The most active analogs were planar and were characterized by larger dipole moments than the other synthesized molecules. Another factor of importance to the analysis of the activity of these molecules is the dipole polarizability.
Investigation of the spectral properties of the crowned retinals and bacteriorhodopsin analogs
Demina,Varfolomeev,Lukin, A. Yu,Laptev,Shvets,Khodonov,Khitrina,Gromov,Vedernikov,Barachevsky,Strokach, Yu P.,Alfimov,Lugtenburg
, p. 209/[509]-214/[514] (2007/10/03)
The spectral properties of new crowned retinal analogs and their bacteriorhodopsin complexes are described.
STEREOSELECTIVE SYNTHESIS OF 5-ARYL-3-METHYL-2E,4E-PENTADIENALS
Makin, S. M.,Mikerin, I. E.,Dobretsova, E. K.,Shavrygina, O. A.
, p. 572 - 575 (2007/10/02)
A series of 5-aryl-3-methyl-2E,4E-pentadienals were synthesized stereoselectively from 4-aryl-3E-buten-2-ones and methylmagnesium iodide followed by formylation of the obtained tertiary dimethylstyrylcarbinols by the formylating complex produced from dimethylformamide and phosphorus oxychloride.A synthesis of 2,3,6-trimethyl-4-methoxybenzaldehyde, starting from pseudocumene, is proposed.
