Abstract
Spectroscopic studies-based on 1D (H-1 NMR, C-13 NMR), 2D-NMR (COSY, HMBC, HSQC), UV-visible, FTIR techniques and quantum chemical studies established on the density functional theory (DFT) were carried out for the natural withanolide glycosides, isolated from Withania Coagutans Dunal. The new glycoside withanolide named as (20R,22R)-14 alpha,17,20 beta,27-trihydroxy-1-oxowitha-5,24-dienolide-27 beta-(O-beta-D-glucopyranoside) (1), and a known withanolide (20R,22R)-14 alpha-20 beta,27-trihydroxy-1-oxowitha-5,24-dienolide-30-(O-beta-D-glucopyranoside) (2) are reported here from W. coagulans. The molecular mass of these compounds were confirmed through Fast Atom Bombardment Mass Spectrometry (FAB-MS). Geometric and spectroscopic detailed were-obtained from DFT calculations. H-1 and C-13 NMR theoretical values were found a little higher than the experimental values, but the trend in the chemical shift correlates well with the experimental values. The RMSD values of H-1 and C-13 NMR of 1 and 2 were 0.4 and 0.38, and 4.94 and 5.02 respectively. The calculated band gap was found 4.93 and 5.00 eV for 1 and 2 respectively which indicated the stable nature of these compounds towards redox reactions. (C) 2018 Elsevier B.V. All rights reserved.