Oligosaccharide and glucose esters from the roots of Polygala arillata

Abstract

The plant Polygala arillata has been used in the Oriental medicine as a tonic and for the treatment of certain diseases. Our current research on phytochemical profile of the roots of P. arillata led to the isolation of a new oligosaccharide ester (1), a new glucose ester (7), along with five known sucrose esters (2-6). Their structures were elucidated on the basis of extensive chemical and spectroscopic methods (NMR and MS spectra) as well as comparison with the literature data. To the best of our knowledge, the occurence of various oligosaccharide esters in P. arillata including unique compounds play taxonomical impact and suggest potential in medicinal uses of the title plant.

Bioactive Compounds from Polygala tenuifolia and Their Inhibitory Effects on Lipopolysaccharide-Stimulated Pro-inflammatory Cytokine Production in Bone Marrow-Derived Dendritic Cells

“…As the obtained results, the purified compounds were divided into two groups—phenolic glycosides ( 1 - 9 ) and triterpenoid saponins ( 10 – 15 ). Many of these phenolic glycosides and triterpenoid saponins are commonly found in Polygala species, such as P. arillata [ 15 ], P. sibirica [ 16 ], and P. aureocauda [ 17 ]. However, this is the first report of compound 15 being isolated from the genus Polygala .…”

Comprehensive evaluation of chemical constituents and antioxidant activity between crude and processed Polygalae radix based on UPLC-Q-TOF-MS/MS combined with multivariate statistical analysis

“…Oligosaccharide ester is a class of biologically active compositions of P tenuifolia , which has neuroprotective and antidepressant effects [ 23 ]. Recent studies have shown that oligosaccharide esters have significant effects on neuroprotective and antioxidant systems.…”

Stearoyl Glucopyranosides: Selective Synthesis, PASS Analysis, In Vitro Antimicrobial, and SAR Study

“…1 H NMR (400 MHz, CDCl 3 ): δ H 5.53 (t, J = 10.0 Hz, 1H, H-3), 5.10 (t, J = 10.0 Hz, 1H, H-4), 4.97 (d, J = 3.6 Hz, 1H, H-1), 4.90 (dd, J = 10.0 and 3.6 Hz, 1H, H-2), 4.23 (dd, J = 12.0 and 4.4 Hz, 1H, H-6a), 4.14 (dd, J = 12.0 and 3.6 Hz, 1H, H-6b), 3.97-4.02 (m, 1H, H-5), 3.42 (s, 3H, OCH 3 ), 2. 21 Methyl 4-O-hexanoyl-2,3,6-tri-O-stearoyl-α-Dglucopyranoside (5): Oil. Yield 74%.…”

“…Many plant-based Oriental natural medicines are found to possess sugar esters with notable biological activities, and hence synthesis of such esters are of great interest over the past several decades [20,21]. However, sugars especially monosaccharide molecules contain several hydroxyl groups of similar reactivity and for this reason; selective acylation of monosaccharide derivatives is a prominent challenge in the field of carbohydrate chemistry.…”