Anti-inflammatory Triterpenes from Euonymus alatus Leaves and Twigs on Lipopolysaccharide-activated RAW264.7 Macrophage Cells

Abstract

As a part of ongoing phytochemical research on Euonymus alatus leaves and twigs, we have isolated one new reissantane-type triterpene (1), together with eight known triterpenes, isoarborinol (2), friedelin (3), abruslactone A (4), 3β,22α-dihydroxyolean-12-en-29-oic acid (5), 3α,22α-dihydroxyolean-12-en-29-oic acid (6), 3α,22β-dihydroxyolean-12-en-29-oic acid (7), 22α-hydroxy-3-oxoolean-12-en-29-oic acid (8), demethylregelin (9). The structure of 1 has been elucidated as 24,24-dimethyl-reissant-7(8),25-dien-3α-ol, by extensive 1D and 2D spectroscopic methods including Anti-inflammatory activities of the isolated compounds were determined as potential regulating excessive inflammatory responses in RAW264.7 macrophage cells. Particularly, abruslactone A (4) and demethylregelin (9) showed the most potent activity, which effectively reduced the expression of iNOS protein and subsequent nitric oxide production induced by lipopolysaccharide in RAW264.7 cells.

Bioassay-guided Isolation of Antiproliferative Triterpenoids from Euonymus alatus Twigs

“…Recently, pharmacological studies have supported the potential of E. alatus as an anticancer agent using a variety of bioactive evaluations in vivo and in vitro models [8][9][10]. Known bioactive constituents of E. alatus, including sesquiterpenes, sesquiterpene alkaloids, triterpenes, flavonoids, and phenolic compounds have been reported [11][12][13][14][15]. However, to the best of our knowledge, the bioactive compounds that contribute to its anticancer effects have not been completely studied.…”

Antioxidant and α-glucosidase inhibitory activities of constituents from Euonymus alatus twigs

“…Previous pharmacological researches have demonstrated the potential of E. alatus as an anticancer agent using a variety of in vivo and in vitro bioassay evaluations Parka et al, 2005;Chung et al, 2004). A number of structurally interesting molecules have been reported from E. alatus, which include sesquiterpenes, sesquiterpene alkaloids, triterpenes, flavonoids, and phenolic compounds (Ishiwata et al, 1983;Fang et al, 2008;Jeong et al, 2011Jeong et al, , 2014Yan et al, 2013).…”

Four New Cytotoxic Arborinane-Type Triterpenes from the Endolichenic Fungus Myrothecium inundatum

“…Arborinane-type triterpenoids are a group of pentacyclic triterpenes, bearing a basic framework with a chair-boat-chair-chair-boat configuration of a five ring system. They have attracted much attention from chemists due to their potential as pharmaceutical agents [3][4][5] and geological biomarkers [6]. Bioactive arborinane-type triterpenes have been discovered from terrestrial plants including Rubia yunnanensis Diels (Rubiaceae) and Rubia philippinensis Elmer (Rubiaceae) [7][8][9][10], and the lichen Cladina macaronesica (Ahti) Follm.…”