Isolation and identification of a new molecule from Curculigo Orchioides (hypoxidaceae)

R. K. Nema and 2K. G. Ramawat

Abstract

The novel compound 2-β-D-glucopyranosyloxy-5-hydroxybenzyl-2’,6’-dimethoxy- 3’-hydroxybenzoate, a glycoside of substituted benzyl benzoate isolated from C. orchioides. The molecular formula C22H26O12 was deduced from HRFAB-MS m/z 505.1323 [M+Na]+ (required 505.1322 for C22H26O12Na). Assignments of proton and carbon resonances were deduced from analysis of 1H-1H COSY, heteronuclear HMQC, and HMBC 2D chemical shift correlations. The data are supported by 1D and 2D NMR spectra show consistent with a benzyl benzoate structure. The examination of the data suggested the presence of two aromatic rings, of which one ring A, is trisubtituted with three aromatic protons at δ 6.70 (1H, dd, J=8.8Hz and 3.0Hz, H-4), δ 7.08 (1H, d, J=8.8Hz, H-3) and δ 6.92 (1H, d, J=3.0 Hz, H-6). The other aromatic system, ring B, is tetrasubstituted.