| Structure Identification: |
| Journal of Molecular Structure.2010 Feb25; 965(1–3):45–49. | | Crystal structure and DFT calculations of andrographiside.[Reference: WebLink] |
METHODS AND RESULTS:
Crystal and molecular structure of a labdane diterpenoid glucoside, Andrographiside (1) is determined from 2D-NMR and X-ray diffraction data. The 2D-NMR study indicates that the carbohydrate moiety is in β-linkage and the sugar moiety is linked to C-19 of the aglycon. These observations are further confirmed from the X-ray diffraction studies. Both the six-membered rings are in chair conformation whereas the glucose ring adopts a twist-boat conformation. The molecular geometries and electronic structure of Andrographiside were calculated at the DFT level using the hybrid exchange–correlation functional, BLYP, PW91 and PBE. | | Nat Prod Commun. 2013 Mar;8(3):333-4. | | Andrographidine G, a new flavone glucoside from Andrographis paniculata.[Pubmed: 23678804] | A new flavone glucoside, andrographidine G (1), was isolated from Andrographis paniculata together with 13 known compounds, including flavonoids, diterpenoids, and iridoids.
METHODS AND RESULTS:
The structure of 1 was established by spectroscopic and spectrometric techniques, including HR-ESI-TOF-MS, 1D and 2D NMR, and chemical methods. The known compounds were identified as andrographidine A (2), (2R)-5-hydroxy-7,8-dimethoxyflavanone-5-O-beta-D-glucopyranoside (3), acanthoside B (4), neoAndrographiside (5), andropanoside (6), Andrographiside (7), andrographolide (8), 14-deoxy-11,12-didehydroAndrographiside (9), 14-deoxy-11,12-didehydroandrographolide (10), procumbide (11), procumboside (12), 6-epi-8-O-acetylharpagide (13), and curvifloruside F (14). |
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