Xanthiside

Molecules. 2013 Oct 10;18(10):12464-73.

Four new glycosides from the fruit of Xanthium sibiricum Patr.[Pubmed: 24152669]

METHODS AND RESULTS:
Four new glycosides, namely 3β-norpinan-2-one 3-O-β-d-apiofuranosyl-(1→6)-β-d-glucopyranoside (1), (6Z)-3-hydroxymethyl-7-methylocta-1,6-dien-3-ol 8-O-β-d-glucopyranoside (2), (6E)-3-hydroxymethyl-7-methylocta-1,6-dien-3-ol 8-O-β-d-gluco-pyranoside (3), and 7-[(β-d-apiofuranosyl-(1→6)-β-d-glucopyranosyl)oxymethy]-8,8-dimethyl-4,8-dihydrobenzo[1,4]thiazine-3,5-dione (4), were isolated from the fruits of Xanthium sibiricum Patr together with three known compounds, Xanthiside (5), adenosine (6), and 2,3-dihydroxy-1-(4-hydroxy-3-methoxyphenyl)-propan-1-one (7).
CONCLUSIONS:
The structures of the new compounds were determined on the basis of detailed spectroscopic analyses.

Nat Prod Res. 2005 Sep;19(6):585-9.

A new heterocyclic glucoside from the fruits of Xanthium pungens.[Pubmed: 16010824]

METHODS AND RESULTS:
A new thiazinedione glucoside, 7-(beta-D-glucopyranosyloxymethyl)-8,8-dimethyl-4,8-dihydrobenzo[1,4]thiazine-3,5-dione (1) and named Xanthiside, was isolated from the methanol extract of the fruits of Xanthium pungens.
CONCLUSIONS:
Its structure was determined by spectroscopic techniques including, IR, CIMS, high-resolution-EIMS, and extensive 400 MHz one- and two-dimensional NMR-analysis (1H, 13C-NMR, DEPT, 1H-1H COSY, HMQC, COLOC, and NOE experiments).