51471-42-2Relevant academic research and scientific papers
Synthesis of glucopyranosyl Schiff base zinc(II) complexes capable of interacting with mononucleotides, and their DNA-cleavage activities
Nakai, Misaki,Fukuda, Hironobu,Nakabayashi, Yasuo,Yano, Shigenobu
, p. 1942 - 1954,13 (2012)
New glucopyranosyl Schiff base zinc complexes, [Zn(GlcSal)2] (1; GlcSalH=N-(2-deoxy-β-D-glucopyranos-2-yl-salicylaldimine) and [Zn(AcOGlcSal)2] (2; AcOGlcSalH=N-(2-deoxy-β-D-1,3,4,6- tetraacetylglucopyranos-2-yl-salicylaldimine) were synthesized, and characterized by spectral and analytical methods. The interaction between the Zn complexes and mononucleotides was investigated by 1H-NMR, 31P-NMR and UV/VIS spectroscopies. Mononucleotides, cytidine 5'-monophosphate (CMP) and uridyl 5'-monophosphate (UMP), interacted with these complexes to form a 1: 1 complex with 1 and a 1: 2 complex with 2, depending on the presence of the OH group of glucopyranosyl substituents. The DNA-cleavage activities of 1 and 2 were studied using plasmid DNA (pBR322) in a medium of 5 mM Tris·HCl/50 mM NaCl buffer in the presence of H2O 2. The DNA-cleavage activity decreased in the order of 2>1>Zn(OAc)2, indicating the significant promoting effect of the glucopyranosyl Schiff base ligand and the participation of the glucopyranosyl OH groups in the cleavage mechanism. The mechanism of the DNA cleavage by 1 and 2 was investigated by evaluation of the effect of a HO radical scavenger and a singlet-oxygen (1O 2) quencher under aerobic conditions. The former exhibited little effect, excluding the HO. radical as an active species and supporting the hydrolysis mechanism for the main process of the DNA cleavage. The latter quencher somewhat hindered the cleavage, indicating the partial participation of a 1O2 as a competitive active species in the present system. Copyright
Synthesis of new optically active D-glucosamine-pyrrole derivatives
Frontana-Uribe, Bernardo A.,Escarcega-Bobadilla, Martha V.,Juarez-Lagunas, Jorge,Toscano, Ruben A.,De La Mora, Gustavo A. Garcia,Salmon, Manuel
scheme or table, p. 980 - 984 (2009/12/04)
From D-glucosamine hydrochloride was synthesized, for the first time, three new optically active derivatives of D-glucosamine-pyrrole with the pyrrole group unsubstituted in the 2- and 5-positions. New N-benzylpyrrole-D-glucosamine derivatives were also prepared from the same substrate. Georg Thieme Verlag Stuttgart.
