89786-84-5

Usage

Uses

Used in Pharmaceutical Industry:
2α,3α,19,24-Tetrahydroxyurs-12-en-28-oic acid is used as a pharmaceutical compound for its potential therapeutic effects. Its unique structure and functional groups may contribute to its ability to modulate biological processes and target specific pathways, making it a promising candidate for the development of new drugs and treatments.
Used in Cosmetic Industry:
2α,3α,19,24-Tetrahydroxyurs-12-en-28-oic acid is used as an active ingredient in cosmetic products for its potential skin benefits. Its hydroxy groups may contribute to improved skin hydration, elasticity, and overall health, making it a valuable component in skincare formulations.
Used in Nutraceutical Industry:
2α,3α,19,24-Tetrahydroxyurs-12-en-28-oic acid is used as a nutraceutical ingredient for its potential health-promoting properties. Its presence in natural sources, such as the leaves of Rosa laevigata, suggests that it may have beneficial effects when consumed as part of a balanced diet or as a dietary supplement.
Used in Research and Development:
2α,3α,19,24-Tetrahydroxyurs-12-en-28-oic acid is used as a research compound for studying its chemical properties, biological activities, and potential applications. Its unique structure and functional groups make it an interesting subject for scientific investigation, which may lead to the discovery of new uses and applications in various industries.

Upstream product

• 87340-30-5 4-epi-Niga-ichigoside F₁ 
• 109750-36-9 2α,3β,19α-trihydroxyurs-12-ene-23-carboxyl-28-O-β-D-glucopyranosyl ester 
• 132282-70-3 2α,3β,19α-trihydroxyurs-12-ene-23,28-dioic acid 
• 82843-98-9 2α,3β,19α,23-tetrahydroxy-urs-12-en-28-oic acid 3-O-β-D-glucopyranosyl-28-O-β-D-glucopyranosyl ester 
• 52986-11-5 (2R,3R,4S,4aR,6aR,6bS,8aS,11R,12R,12aS,14aR,14bR)-2,3,12-Trihydroxy-4,6a,6b,11,12,14b-hexamethyl-2,3,4,4a,5,6,6a,6b,7,8,9,10,11,12,12a,14,14a,14b-octadecahydro-1H-picene-4,8a-dicarboxylic acid dimethyl ester 
• 70868-72-3 (1R,2R,4aS,6aS,6bR,8aR,9R,10R,11R,12aR,12bR,14bS)-1,10,11-Trihydroxy-9-hydroxymethyl-1,2,6a,6b,9,12a-hexamethyl-1,3,4,5,6,6a,6b,7,8,8a,9,10,11,12,12a,12b,13,14b-octadecahydro-2H-picene-4a-carboxylic acid methyl ester 
• 87340-30-5 nigaichigoside F₁ 
• 87340-30-5 1-O-[(2α,3β,5ξ,9ξ,18ξ,19α)-2,3,19,23-tetrahydroxy-28-oxoolean-12-en-28-yl]-β-D-glucopyranose 

Relevant academic research and scientific papers

Cytotoxic triterpene glycosides from the roots of Sanguisorba officinalis

Phytochemical investigation of the ethanol extract of the roots of Sanguisorba officinalis resulted in the isolation of three new triterpene glycosides, 3β-[(α-L-arabinopyranosyl)oxy]-19α,23-dihydroxyolean-12-en-28-oic acid 28-[6-O-acetyl-β-D-glucopyranosyl] ester (1), 2α,3β,19α,23-tetrahydroxyurs-12-en-28-oic acid 28-[6-O-acetyl-β-D-glucopyranosyl] ester (2), and 3β-[(α-L-arabinopyranosyl)oxy]-19α-hydroxyurs-12,20(30)-dien-28-oic acid 28-[6-O-acetyl-β-D-glucopyranosyl] ester (3). All the triterpene glycosides exhibited the significant cytotoxic potential with low IC50 values (IC50 5.0 μM) against six tumor cell lines (MCF-7, HeLa, HepG2, SGC-7901, NCI-H460, and BGC-823).

Retrovirus protease inhibitors

A compound composition and method of treating a retrovirus infection are disclosed. In particular, isolated triterpenes have been shown to have significant inhibitory activity against HIV-1.

Constituents of cupuliferae, XVII: Triterpene saponins and flavonoids from Quercus laurifolia Michx.

In addition to fourteen known glycosides from leaves of Quercus laurifolia Michx., a new acylated triterpene soponin has been isolated and identified as 3-O-galloyl-28-β-D-glucopyranosyl diester of the 2α,3β,19α,23-tetrahydroxyurs-12-ene-28-oic acid (1). The structure of the previously described α-D-glucopyranosyl ester of the 2α,3β,19α,23-tetrahydroxyurs-12-ene-28-oic acid was revised to β-D-glucopyranosyl ester of the 2α,3β,19α,23-tetrahydroxyurs-12-ene-28-oic acid (2).

OLEANANE AND URSANE GLUCOSIDES FROM RUBUS SPECIES

A new oleanane-glucoside was isolated from the leaves of three Rubus species collected in Yunnan, southern China, along with several known ursane- and oleanane-type triterpene glucosides.The structures of these compounds were established by spectroscopic and chemical means.Key Word Index: Rubus accuminatus; R. ellipticus; R. multibreatus; Rosaceae; triterpene; oleanane; ursane; glycoside; glucoside.

19α-Hydroxyursane-Type Triterpene Glucosyl Esters from the Roots of Rubus suavissimus S. LEE

No diterpene glycoside was isolated from the roots of Rubus suavissimus S.LEE, in contrast to its leaves, which taste sweet and contain a large amount of the sweet diterpene glucoside named rubusoside.Instead, a new 28-β-glucopyranosyl ester of 2α,3β,19α-trihydroxyurs-12-ene-23,28-dioic acid named suavissimoside F1 was isolated from the roots of this plant, along with niga-ichigoside F1 (28-β- glucopyranosyl ester of 19α-hydroxyasiatic acid) which has already been obtained from leaves of other Rubus spp. Keywords -- Rubus suavissimus root; Rosaceae; 19α-hydroxyursolic acid derivative; triterpene 28-β-glucopyranosyl ester; niga-ichigoside F1; suavissimoside F1

TRITERPENOIDS AND GLYCOSIDES FROM GEUM JAPONICUM

Key Word Index - Geum japonicum; Rosaceae; triterpenoids; glycosides; 2α-hydroxyursolic acid; 2α-hydroxyoleanolic acid; 2α,19α-dihydroxyursolic acid; glucosides of 2-isopropyl-5-methylhydroquinone; niga-ichigoside F1; suavissimoside F1; 1H NMR; 13C NMR.Two new glucosides and two known ester glucosides have been isolated from Geum japonicum.The two new glucosides were isolated by formation of their acetates and were identified as glucosides of 2-isopropyl-5-methylhydroquinone by chemical and spectral studies.The two known ester glucosides were identified as nigaichigoside F1 and suavissimoside F1 by direct comparison with authentic samples. 2α,19α-Dihydroxyursolic acid and the known glycoside, gein, were also isolated from the same plant, in addition to a mixture of 2α-hydroxyursolic acid and 2α-hydroxyoleanolic acid.

β-GLUCOSYL ESTERS OF 19α-HYDROXYURSOLIC ACID DERIVATIVES IN LEAVES OF RUBUS SPECIES

Key Word Index-Rubus microphyllus; R. koehneanus; R. trifidus; R. medius; Rosaceae; triterpene glucosyl esters; 19α-hydroxyursolic acid derivatives. β-Glucosyl esters of A-ring oxygenated 19α-hydroxyursolic acids were isolated from the leaves of Rubus microphyllus, R. koehneanus, R. trifidus and R. medius.Comparisons of the glycoside fractions of the leaves of 39 Rubus species were conducted, indicating the chemotaxonomic significance of this type of glucosyl ester in this genus.

Constituents of Cupuliferae, 6. - A Novel Triterpene Saponin from Quercus ilex L.

From leaves of Quercus ilex L. a new triterpene saponin has been isolated and identified as the α-D-glucopyranosyl ester 3 of the 2α,3β,19α,23-tetrahydroxy-12-ursen-28-oic acid (1).

TRITERPENOID SAPONINS FROM THE STEM BARK OF SYMPLOCOS SPICATA

From the stem bark of Symplocos spicata a mixture of triterpenoid saponins was obtained.It behaved as a pure compound in TLC and HPLC, but heterogeneity was suspected on the basis of chemical and NMR spectral data.It was separated to give two analogous glycosides, which were identified as 3,28-O-bis-β-D-glucopyranosides of 19α-hydroxyarjunolic and 19α-hydroxyasiatic acids.Key Word Index - Symplocos spicata; Symplocaceae; separation of analogous glycosides; structure elucidation; triterpenoid saponins; 3,28-O-bisglucosides of 19α-hydroxyarjunolic and 19α-hydroxyasiatic acids.