New lupane-type and ursane-type triterpene saponins from the leaves of Trevesia palmata
Natural Product Research, 2021•Taylor & Francis
Three new triterpene saponins including two lupane-types and an ursane-type were isolated
from the leaves of Trevesia palmata. Their structures were determined as 2 α, 3 β, 23-
trihydroxylup-20 (29)-en-28-oic acid 3-O-α-L-arabinopyranoside (1), 2 α, 3 β, 23-
trihydroxylup-20 (29)-en-28-oic acid 3-O-[α-L-arabinopyranoside]-28-O-[β-D-
glucopyranosyl] ester (2), and 2 α, 3 β, 23-trihydroxyurs-12-en-28-oic acid 3-O-[α-L-
arabinopyranoside]-28-O-[β-D-glucopyranosyl (1→ 2)-β-D-glucopyranosyl] ester (3) by …
from the leaves of Trevesia palmata. Their structures were determined as 2 α, 3 β, 23-
trihydroxylup-20 (29)-en-28-oic acid 3-O-α-L-arabinopyranoside (1), 2 α, 3 β, 23-
trihydroxylup-20 (29)-en-28-oic acid 3-O-[α-L-arabinopyranoside]-28-O-[β-D-
glucopyranosyl] ester (2), and 2 α, 3 β, 23-trihydroxyurs-12-en-28-oic acid 3-O-[α-L-
arabinopyranoside]-28-O-[β-D-glucopyranosyl (1→ 2)-β-D-glucopyranosyl] ester (3) by …
Abstract
Three new triterpene saponins including two lupane-types and an ursane-type were isolated from the leaves of Trevesia palmata. Their structures were determined as 2α,3β,23-trihydroxylup-20(29)-en-28-oic acid 3-O-α-L-arabinopyranoside (1), 2α,3β,23-trihydroxylup-20(29)-en-28-oic acid 3-O-[α-L-arabinopyranoside]-28-O-[β-D-glucopyranosyl] ester (2), and 2α,3β,23-trihydroxyurs-12-en-28-oic acid 3-O-[α-L-arabinopyranoside]-28-O-[β-D-glucopyranosyl(1→2)-β-D-glucopyranosyl] ester (3) by analysis of their HR-ESI-MS, 1D and 2D NMR spectra. The 2α,3β,23-trioxygenated pentacyclic triterpenes were uncommonly found in the nature. At concentration of 100 µM, compounds 1–3 inhibited NO production in LPS activated BV2 cells with inhibitory rates of 17.4 ± 1.8%, 33.1 ± 1.2%, and 11.7 ± 2.2%, respectively. But, they did not significantly inhibit yeast α-glucosidase activity.
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