Antioxidant and anti-aging activities and structural elucidation of polysaccharides from Panax notoginseng root
PROCESS BIOCHEMISTRY
Authors: Feng, Shiling; Cheng, Haoran; Xu, Zhou; Feng, Shican; Yuan, Ming; Huang, Yan; Liao, Jinqiu; Ding, Chunbang
Abstract
Two novel polysaccharides, MAPS and MRP5A, were obtained from the root of Panax notoginseng using column chromatography. Structure characterization suggested that MRP5A, with an average molecular weight of 11.38 x 10(4) Da, was composed of rhamnose (7.7%), arabinose (6.6%), glucose (69.8%) and galactose (15.9%). MRP5 had an average molecular weight of 9.16 x 10(4) Da and consisted of rhamnose (3.6%), arabinose (14.5%), glucose (51.2%) and galactose (29.7%). The results of methylation analysis and one-dimensional (1D) and two-dimensional (2D) nuclear magnetic resonance (NMR) spectra reveal that MRP5 contains repeating units of -> 3)- beta-Glcp-(1 ->, -> 3)-beta-Galp-(1 ->, -> 3, 6)-beta-Galp-(1 ->, -> 3)-beta-Galp-(1 ->, -> 3, 6)-beta-Galp-(1 ->, -> 3)-alpha- Rhap-(1 ->, -> 3)-alpha-Araf-(1 ->, and alpha-Araf-(1 -> residues. MRP5 and MRP5A exhibited relatively low antioxidant abilities in vitro, but strongly protective effects against oxidative stress and lifespan extension effects in C. elegans. Overall, the present study indicated that MRP5 could be further investigated as a functional food for promoting healthspan.
Synthesis of Oligomers of beta-L-Arabinofuranosides of (4R)-4-Hydroxy-L-proline Relevant to the Mugwort Pollen Allergen, Art v 1
JOURNAL OF ORGANIC CHEMISTRY
Authors: Xie, Ning; Taylor, Carol M.
Abstract
An efficient, convergent solution phase synthesis of monomer, dimer, trimer and tetramer of the beta-L-arabinofuranosylated hydroxyproline (beta-L-Araf-Hyp) glyco-cluster is described. This motif constitutes the carbohydrate-specific epitope of Art v 1, the major allergen of mugwort pollen. While a single monomeric unit was proposed at the outset, poor yields for the seemingly trivial steps of end-capping to replace protecting groups with N-terminal acetamides and C-terminal methyl amides led to the introduction of N-terminal, central and C-terminal beta-L-Araf-Hyp building blocks. Dimer 2 was obtained in 60% yield by coupling of two monomers, followed by hydrogenolysis of benzyl ether protecting groups. Trimer 3 was obtained in 35% yield via a [2 + 1] coupling and tetramer 4 in 15% yield via a [2 + 2] fragment condensation. Circular dichroism spectra show that monomer 1 displays no organized structure, whereas compounds 2-4 show a strong negative band at 200 nm and a weak positive band at similar to 220 mn, as is characteristic of the polyproline H helix.