Biological Activities Evaluation of Enantiopure Isoxazolidine Derivatives: In Vitro,In Vivo and In Silico Studies

Applied Biochemistry and Biotechnology - A series of enantiopure isoxazolidines (3a–c) were synthesized by 1,3-dipolar cycloaddition between a (−)-menthone-derived nitrone and various...     

Synthesis,Electronic Properties and OLED Devices of Chromophores Based on λ5-Phosphinines

A new series of 2,4,6-triaryl-λ⁵-phosphinines have been synthesized that contain different substituents both on the carbon backbone and the phosphorus atom of the six-membered heterocycle. Their optical and redox properties were studied in detail, supported by in-depth theoretical calculations. The modularity of the synthetic strategy allowed the establishment of structure–property relationships for this class of compounds and an OLED based on a blue phosphinine emitter could be developed for the first time.     

Synthesis and characterization of Ni (II), Cu (II), Fe (II) and Fe3O4 nanoparticle complexes with tetraaza macrocyclic Schiff base ligand for antimicrobial activity and cytotoxic activity against cancer and normal cells

This work describes a simple synthesis of complexes of the type [M(C₃₂H₂₈N₄)Cl₂], where M = Ni (II), Cu (II) and Fe (II) and a novel complex of magnetite nanoparticle (Fe₃O₄NP) inside (INS) tetraaza macrocyclic Schiff base ligand (C₃₂H₂₈N₄): [Fe₃O₄NP‐INS‐(C₃₂H₂₈N₄)], which was prepared by using a novel co‐precipitation method of coordinated ferric ion (Fe³⁺) in the complex [Fe(C₃₂H₂₈N₄)Cl₂] under mild conditions. The synthesized compounds were characterized and compared with a various physic‐chemical techniques like: Fourier transform infrared (FT‐IR), ultraviolet–visible spectroscopic techniques (UV–Vis), 1‐dimensional (1D) ¹H‐NMR, ¹³C‐NMR spectroscopic techniques, mass spectra, Powder X‐ray diffraction (PXRD), Vibrating sample magnetometer (VSM), Scanning electron microscopy (SEM), elemental analysis and molar conductance measurements. Furthermore, the highest saturation magnetization was 26.56 emu.g^?1 obtained from [Fe₃O₄NP‐INS‐(C₃₂H₂₈N₄)] (diameter of Fe₃O₄NPs~20.87 nm) that prove easy separation by an external magnetic field. In vitro screening of all the compounds against different species of bacteria and fungi shows that [Fe₃O₄NP‐INS‐(C₃₂H₂₈N₄)] is effective against the tested strains as compared to the tetraaza macrocyclic ligand and selected complexes. The cytotoxic activity of the all compounds was also examined in 3 human tumor cell lines as U87, MDA‐MB‐231 and LS‐174. The complex [Fe₃O₄NP‐INS‐(C₃₂H₂₈N₄)] shows moderate and strong cytotoxic activity against brain cancer, colon cancer and breast cancer (U87, MDA‐MB‐231 and LS‐174 respectively), without showing cytotoxicity towards peripheral blood mononucleocyte (PBMC) cells.     

Enantiopure Sulfinyl Aniline as a Removable and Recyclable Chiral Auxiliary for Asymmetric C(sp3)−H Bond Activation

An original and recyclable chiral bidentate aniline‐sulfoxide‐based directing group has been developed. This auxiliary allows challenging stereoselective Pd‐catalyzed direct functionalization of small cycloalkanes through C–aryl and C–alkyl bond formation. Although moderate diastereoselectivities are observed, both optically pure enantiomers of the highly functionalized products can be obtained separately by simple silica gel chromatography and cleavage of the chiral auxiliary. This strategy was further applied to the preparation of enantiomerically pure 1,2,3‐trisubstituted cyclopropane carboxylic acid derivatives, with three stereogenic centers and bearing both alkyl and aromatic substituents. These molecular scaffolds are not yet reported in the literature. The synthetic utility of this approach is validated by the chiral auxiliary being readily cleaved and recovered posteriori to the C?H activation step, without deterioration of its optical purity. Finally, an unprecedented palladacycle intermediate generated through C?H activation of the cyclopropane moiety has been isolated and fully characterized. Initial DFT calculations shed additional light on the reactivity of this original intermediate.