Dipterostilbenosides A and B, Oligostilbene Glycosides from Dipterocarpus tuberculatus

Abstract

From the chemical investigation of the methanolic extract of the roots of the Thai dipterocarp, Dipterocarpus tuberculatus, two new oligostilbene glycosides, dipterostilbenes A (1) and B (2), were isolated together with four known stilbenes. Their structures and relative configurations were determined on the basis of spectroscopic data. From an evaluation of cytotoxic activity against KB and HeLa cell lines, α-viniferin (5) and (-)-hopeaphenol (6) showed potent activity, but less than that of doxorubicin.

A New Flavonoid from Malaysian <i>Dipterocarpus cornutus</i>

“…Basically, the 1 H and 13 C APT NMR of compound 1 closely resembled those of compound 3 as 4-O'methylepigallocatechin [34]. However, from the HMBC spectrum correlation (Fig.…”

“…The 1 H and 13 C-NMR assignments obtained in this work were achieved primarily using proton-carbon correlation methods, specifically HMQC and HMBC experiments for long-range correlations. Basically, the 13 In our present study, the discovery of six oligomeric which consist of dimer (8, 9, 10), trimer (4, 5), tetramer (7), and also non-oligomeric compounds (6, 1, 2, and 3), indicated the variations in their chemical [14]. The presence of (8) has no chemotaxonomic significance as it is regarded as the general precursor for oligostilbenoids [14,26].…”

“…LC-MS/MS was determined on Agilent 6224 TOF-LC/MS using positive and negative mode (Agilent, Santa Clara, USA). The 1 H and 13 C APT NMR spectra were recorded using Bruker Advance Model (500 MHz, 300 MHz for 1 H and 125 MHz, 75 MHz for 13 C, respectively) (Switzerland). The melting points were measured using Melting-Point Apparatus with microscope JM628.…”

Novel role of Dipterocarpus tuberculatus as a stimulator of focal cell adhesion through the regulation of MLC2/FAK/Akt signaling pathway

“…Most studies on D. tuberculatus have been focused on its environmental ecology in forests and the composition of individual trees [ 27 , 28 ]. A few studies have analyzed the compositional components of different parts of D. tuberculatus and investigated the components’ anti-inflammatory functions in LPS-stimulated RAW cells and an EtOH-HCl-induced acute gastritis model [ 29 , 30 ]. However, little research has been conducted on the novel functions of D. tuberculatus and although it contains various components.…”

Dipterocarpus tuberculatus Roxb. Ethanol Extract Has Anti-Inflammatory and Hepatoprotective Effects In Vitro and In Vivo by Targeting the IRAK1/AP-1 Pathway

“…Dipterocarpus tuberculatus is a genus of flowering plants and the type genus of the family Dipterocarpaceae. As a representative medicinal herb [ 19 ], it is prescribed for various diseases in Southeast Asia, especially Cambodia, Thailand, Laos, and Vietnam [ 20 ]. This plant has been used for leishmanicidal, anti-septic and anti-inflammatory purposes [ 21 ] and is also traditionally prescribed for curing skin inflammation, bronchial infections, colitis, and anxiety [ 22 ].…”