New Triterpene Glucosides from the Roots of Rosa laevigata Michx

Abstract

Two new ursane-type triterpene glucosides, 2α,3α,24-trihydroxyurs-12,18-dien-28-oic acid β-d-glucopyranosyl ester (1) and 2α,3α,23-trihydroxyurs-12,19(29)-dien-28-oic acid β-d-glucopyranosyl ester (2), were isolated from the roots of Rosa laevigata, together with three known compounds: 2α,3β,19α-trihydroxyurs-12-en-28-oic acid β-d-glucopyranosyl ester (3), 2α,3α,19α-trihydroxyurs-12-en-28-oic acid β-d-glucopyranosyl ester (4) and 2α,3β,19α,23-tetrahydroxyurs-12-en-28-oic acid β-d-glucopyranosyl ester (5). The structures of new compounds were established on the basis of detailed 1D and 2D NMR spectroscopic analyses. Compounds 2 and 5 exhibited modest in vitro antifungal activities against Candida albicans and C. krusei.

Therapeutic Applications of Rose Hips from Different Rosa Species

“…More profound studies proved that this effect may be related to ursane-type triterpene glucosides content of Rose gender members [213]. …”

A Review on Secondary Metabolites of Rosa laevigata Michaux: An Important Medicinal Plant

“…Many active secondary metabolites with unique structural properties including anti-fungal and anti-inflammatory triterpenoids, 12 hepatoprotective flavonoids, 8-11 astringent tannins and anti-cancer polysaccharides was separated earlier [9]. Laevigatins E, F, G, 11α-hydroxytormentic acid, 2α-methoxyursolic acid, loliolide, 6, 7-diethylmalate, diethoxycoumarin have been reported from R. laevigata and a few studies have been explored on the cyclic changes in flavones and polysaccharides that are its non-volatile components [10][11][12][13][14][15][16][17].…”

Scent analysis of Rosa laevigata through metal oxide sensor array electronic nose

“…Hence, the seasonal changes in secondary metabolites of R. laevigata should be fully studied to reasonably harvest. In spite of some well documents concern about chemical compounds of R. laevigata, such as Laevigatins E, F, G, 2α-methoxyursolic acid, 11α-hydroxytormentic acid, loliolide, 6,7-diethoxycoumarin, diethylmalate et al has been reported (Yoshida et al, 1989;Fang et al, 1991a;1991b;Yuan et al, 2008), and some studies on the dynamic changes in its non-volatile components (such as flavones and polysaccharides) have been done (Zhou et al, 2005;Han et al, 2008;He et al, 2009;Liu et al, 2011). However, there is no paper about its volatile components.…”