Producción Científica Profesorado

Synthesis, structural study and biological activity of new derivatives of chrysin containing a 2-mercaptopyridyl or 5-(trifluoromethyl)-2-mercaptopyridyl fragments.



Cruz Borbolla, Julian

2016

Synthesis, structural study and biological activity of new derivatives of chrysin containing a 2-mercaptopyridyl or 5-(trifluoromethyl)-2-mercaptopyridyl fragments. Alejandro Valdez-Calderón, Simplicio González-Montiel, Diego Martínez-Otero, Ataulfo Martínez-Torres, José Manuel Vásquez-Pérez, Carlos Molina-Vera, J. Martín Torres-Valencia, José G. Alvarado-Rodríguez, Julian Cruz-Borbolla. Journal of Molecular Structure, (2016), 1110, 196-207. ISSN: 0022-2860. doi:10.1016/j.molstruc.2016.01.055


Abstract


New derivatives of chrysin containing 2-mercaptopyridine (2a?2e) or 5-(trifluoromethyl)-2-mercaptopyridine (3a?3e) moieties were prepared from the reaction between bromides (1a?1e) and 2-mercaptopyridine or 5-(trifluoromethyl)-2-mercaptopyridine, respectively. Their structures were elucidated by NMR, IR and elemental analysis. The molecular structure of compounds 1a, 1c?1e, 2b?2e and 3a was determined by single-crystal X-ray diffraction studies. All rings in these structures are nearly coplanar and they showed an intramolecular hydrogen bond between the phenolic hydroxyl H atom and the carbonyl O atom that forms a six membered ring. The crystal packing also showed a wide variety of intermolecular contacts such as C?H?A, ???, C?H?? and lone pair?? interactions which were supported by quantum theory of atoms in molecules (QTAIM), Hirshfeld surface, and fingerprint plot analyses. Biological activity of all compounds was tested in growth assays of the nematode Caenorhabiditis elegans. Compounds 2e, 3b and 3c inhibited larval development.



Producto de Investigación




Artículos relacionados

Five-membered ring chelate complexes of Ni(II), Pd(II) and Pt(II) derived of di-(2-pyridyl)-N-ethyli...

Hypervalence in germanium compounds containing the tetracylic moiety {S(C6H3S)2O}Ge via OGe transann...

Structural differences in eight- and ten-membered heterocyclic tin compounds displaying transannular...

Synthesis and Spectroelectrochemical Studies of Mixed Heteroleptic Chelate Complexes of Ruthenium(II...

Synthesis and crystal structure of the N-8-(diphenyl-hydroxy-2-aminomethylpyridine)borane

Synthesis, characterization, and crystal structures of n-alkyldiorganodithiophosphates RS2P(OC6H4)2

cis-Palladium(II) complexes of derivatives of di-(2-pyridyl)methane: Study of the influence of the b...

Pyrite?Arsenopyrite Galvanic Interaction and Electrochemical Reactivity

Mild Oxidation of C?C Bonds of Benzoiridacycles

Complexation of the uranyl ion (UO2)2+ with a tetraphenylimidodiphosphinate ligand: the first trinuc...