Silvaglins and related 2,3-secodammarane derivatives – unusual types of triterpenes from Aglaia silvestris

New triterpenoid saponins from the leaves of Cyclocarya paliurus

“…Currently, 39 secodammarane triterpenoids have been isolated from nature resources, most of which are from genera of family Betulaceae, such as Alnus [17][18][19][20], Dysoxylum [21][22][23], Meliaceae, such as Aglaia [24][25][26][27][28], Cabralea [29], which are distributed in North America, South America, and the north of Australia, and the genus Cyclocarya of Juglandaceae which is distributed in China [5,6,15]. The triterpenoid aglycones have anti-RSV [23], anti-HIV-1 [30], cytotoxic [25], antifungal [26] activities.…”

Molluscicidal activity of Aglaia duperreana and the constituents of its twigs and leaves

“…Various triterpenoids, including apotirucallanes [33], baccharanes [34], cycloartanes [35,36], glabretals [37], lupanes [36], tirucallanes [38], and secodammaranes [32,39], have also been isolated from the genus Aglaia. Dammaranes may be used as chemotaxonomic markers for A. odorata from Guangzhou, China, as reported in our previous study [14].…”

Silvaglenamin—a novel dimeric triterpene alkaloid from Aglaia silvestris

“…2,3 With the exception of C-1, C-2, C-3, C-6, C-9, C-10 and C-19, the 13 C chemical shifts were almost identical with the corresponding data of isosilvaglin A. 2 This implied that differences in the structures were expected only with respect to the A-ring. Consequently, compound 1 belonged to the 20R,24S series of the 20,24-epoxy dammaranes.…”

“…The structure of silvaglin A with 20S configuration was confirmed by X-ray crystallographic analysis. 2 More detailed investigations of the triterpene-containing column fractions of the root extract of a Thai provenance of A. silvestris led now to the isolation of a further major compound (1). In contrast to the triterpenes without any chromophors, 1 deviated from the other compounds of the fraction by a significant UV spectrum with distinct maxima at 283 and 220 nm (MeOH).…”

“…1 The assignments of all 13 C and 1 H resonances were achieved by means of 2D NMR (Table 1) and by comparison of the data with literature. 2 Of special interest were the HMBC cross peaks between the protons of the eight methyl groups and adjacent carbon atoms. All expected contacts 18?…”