118627-52-4

Usage

Uses

Used in Pharmaceutical Industry:
Epivogeloside is used as a therapeutic agent for its neuroprotective properties, particularly in the treatment of neurodegenerative diseases such as Alzheimer's and Parkinson's. Its antioxidant and anti-inflammatory effects contribute to its potential as a natural remedy for these conditions.
Used in Health and Wellness Industry:
Epivogeloside is used as a natural health supplement for its antioxidant and anti-inflammatory properties, promoting overall health and well-being.
Used in Cosmetics Industry:
Epivogeloside is used as an active ingredient in cosmetic products for its potential skin health benefits, such as reducing inflammation and promoting skin regeneration.
Used in Research and Development:
Epivogeloside is used as a subject of interest for further research and development in various fields, including pharmaceuticals, health and wellness, and cosmetics, due to its diverse pharmacological activities and potential therapeutic applications.

Upstream product

• 27856-66-2 O,O,O,O-tetraacetylsecologaninn 
• 79409-45-3 Methyl (2S,3R,4S)-4-(1,3-Dioxolan-2-ylmethyl)-2-(β-D-glucopyranosyloxy)-3,4-dihydro-3-vinyl-2H-pyran-5-carboxylate 
• 79409-46-4 Methyl (2S,3R,4S)-4-(1,3-Dioxolan-2-ylmethyl)-3,4-dihydro-2-(2,3,4,6-tetraacetyl-β-D-glucopyranosyloxy)-3-vinyl-2H-pyran-5-carboxylate 
• 67-56-1 methanol 
• 19351-63-4 secologanin 

Relevant academic research and scientific papers

Large-scale purification of unstable, water-soluble secologanic acid using centrifugal partition chromatography

Introduction: Secologanic acid, a major secoiridoid in the flower buds of Lonicera japonica, is a fragile, highly polar compound that readily changes to epivogeloside or vogeloside after being dissolved in methanol. Thus, it is very difficult to obtain secologanic acid on a large-scale. Objective: To develop a centrifugal partition chromatography (CPC) method for large-scale purification of secologanic acid with high purity from the flower buds of L. japonica. Methods: After fractionation with Diaion HP-20 macroporous resin, 30% methanol eluent was purified by CPC with a ternary biphasic solvent system with ethyl acetate/isopropanol/water (6:4:10, v/v/v). CPC was performed separately twice with the same solvent system, first in descending mode and second in ascending mode. Results: After the first CPC operation, a secologanic acid enriched fraction (586?mg) was obtained from 3?g of crude extract, and secologanic acid (206?mg) was isolated with a purity over 93% in the subsequent ascending mode with the same solvent system from a 586?mg enriched fraction. In addition, it was confirmed that epivogeloside and vogeloside were reversely converted to secologanic acid in an aqueous acidic solution. Conclusion: These results demonstrate that CPC is a simple, effective, and rapid method for the purification of secologanic acid in the flower buds of L. japonica.

Indonesian medicinal plants. X. Chemical structures of four new triterpene-glycosides, gongganosides D, E, F, and G, and two secoiridoid-glucosides from the bark of Bhesa paniculata (Celastraceae)

Four new triterpene-glycosides, named gongganosides D (4), E (5), F (6), and G (7), and two new secoiridoid-glucosides, (7R)-7-caffeoyloxysweroside (8) and (7S)-7-caffeoyloxysweroside (9), were isolated from the bark of the Indonesian medicinal plant Bhesa paniculata (Celastraceae). The chemical structures have been elucidated on the bases of their chemical and physicochemical properties.

Iridoids, XXI. - Synthesis of Secologanin

Acid-catalyzed reaction of natural secologanin (1) with ethylene glycol to 5a, followed by acetylation gave the peracetylated acetal 5b in almost quantitative yield.Oxidation of 5b with equimolar or catalytic amounts of osmium tetraoxide afforded stereoselectively the diol 6 as main product (31percent resp. 28percent) besides recovered starting material. 5b was cleaved with lead tetraacetate to give 96percent of the aldehyde 10.Reaction of 10 with triphenylphosphonio-methanide led to the labelled secologanin derivative -5b and the pyran 12 in a 27percent and 52percent yield, respectively.Acid-catalyzed transacetalization of -5b to -5c, base-catalyzed solvolysis of the acetate groups to -5d and subsequent acid-catalyzed cleavage of the acetal gave secologanin (-1).To determine its configuration at C-9, 6 was transformed via 8a to the tricyclic system 8d, which was independently synthesized via a photocycloaddition of the galactose derivative 13 and diformylacetate 14.