283176-83-0Relevant academic research and scientific papers
A new highly diastereoselective synthesis of epi-inositol from D- galactose
Pistarà, Venerando,Barili, Pier Luigi,Catelani, Giorgio,Corsaro, Antonino,D'Andrea, Felicia,Fisichella, Salvatore
, p. 3253 - 3256 (2000)
The inosose derivative 3 was obtained with high stereoselectivity by intramolecular aldol condensation of the aldohexos-5-ulose derivative 2, and it was selectively reduced and debenzylated to give epi-inositol in high yield. The stereochemistry and the preferred conformations of compounds 3-7 were determined through 1D and 2D NMR experiments. (C) 2000 Published by Elsevier Science Ltd.
Experimental and in silico characterization of a biologically active inosose
Pistara, Venerando,Lombardo, Giuseppe M.,Rescifina, Antonio,Bacchi, Alessia,D'Andrea, Felicia,Punzo, Francesco
, p. 955 - 965 (2013/07/26)
Inositols have been recently reported to show a biological activity as inhibitors of both glycosidase and amyloid-β protein. After having harvested good crystals suitable for single crystal X-ray diffraction, we performed a comparison with the data inferred by means of a molecular dynamics simulation, based on the use of an appropriate Force Field coupled to the most performing charging scheme. This approach allowed a detailed analysis extended to ultra-fine details, such as atomic displacement parameters. It confirmed the good validity of a robust approach already tested by us in previous studies. A NMR analysis of the molecule in solution was also carried out, to compare the structural findings suggested by the X-ray analysis with the ones in solution and avoid confining them to the solid-state. In this framework, we investigated the above-mentioned inhibiting activity of a class of inososes, by means of a molecular docking investigation, which proved the suggested validity of the studied compound as inhibitor of the α-glucosidase.
