Three New Sesquiterpene Glycosides from Dendrobium nobile with Immunomodulatory Activity

Abstract

Dendroside A (1) and dendronobilosides A and B (2 and 3), three new sesquiterpene glycosides, have been isolated from the stems of Dendrobium nobile, a plant used in Chinese traditional medicine. Their structures and stereochemistry were determined as 10beta,12,14-trihydroxyalloaromadendrane 14-O-beta-D-glucopyranoside (1), 10,12-dihydroxypicrotoxane 10,12-di-O-beta-D-glucopyranoside (2), and 6alpha,10,12-trihydroxypicrotoxane 10-O-beta-D-glucopyranoside (3), respectively, on the basis of spectroscopic and chemical methods. Quantum chemistry calculations were used in support of the structural determination of 1. Compounds 1 and 2 were found to stimulate the proliferation of murine T and B lymphocytes in vitro, while compound 3 showed inhibitory activity in this same assay.

A Pilot Study Evaluating the Clinical and Immunomodulatory Effects of an Orally Administered Extract ofDendrobium Huoshanensein Children with Moderate to Severe Recalcitrant Atopic Dermatitis

“…Erianin, a low molecular-weight product isolated from Dendrobium chrysotoxum, has been shown to have anti-angiogenic activity in vitro and in vivo (17). Exploration ofthe effects ofthe polysaccharides derived from Dendrobium has also shown that they have immunomodulatory properties (10)(11)(12). The polysaccharides, especially the stem mucilage, significantly induced an increase in production of IFN-y, IL-lO, IL-6, and IL-lu in murine splenocytes.…”

In vitro antioxidant activities of a water-soluble polysaccharide derived from Dendrobium nobile Lindl. extracts

“…Among the Dendrobium genus, most studies have focused on the bioactivity and structural types of some small molecules, such as bibenzyl, phenanthrene, anthracene, fluorene, coumarin, flavone, cinnamate, sesquiterpene, sterol, fatty acid, and alkaloids [2][3][4][5][6][7][8][9][10][11][12]. However, the polysaccharide constituents were much less investigated.…”

A Flexible, Stereoselective Approach to the Decoratedcis‐Hydrindane Skeleton: Synthesis of the Proposed Structure of Faurinone

“…[2] A flexible approach to 1 would facilitate approaches to a number of natural products, many of which display important biological activity ( Figure 1). The sesquiterpene glycosides, dendronobiloside A and B, display immunomodulatory activity, [3] and are closely related to faurinone 2.…”