Two New Sesquiterpenes from Euonymus alatus

Abstract

Two new sesquiterpenes, 1 and 2, as well as the five known compounds 3–7, were isolated from the stems of Euonymus alatus. Compounds 2–7 have a β‐dihydroagarofuran skeleton. The structures of these compounds were elucidated mainly by spectroscopic methods (1D‐, 2D‐NMR, ESI‐MS, and HR‐ESI‐MS). We also report the X‐ray crystal structure of evonine (3) for the first time.

Bioassay-guided Isolation of Antiproliferative Triterpenoids from Euonymus alatus Twigs

“…A bioassay-guided separation of the MeOH extract of E. alatus twigs resulted in the isolation and identification of 14 triterpenes as main phytochemicals. The structures of the compounds were elucidated on the basis of spectroscopic evidence as lupeol (1), betulin (2), 3β,28,30-lup-20( 29)-ene triol (3), lupenone (4), betulone (5), 28,30-dihydroxy-3-oxolup-20( 29)-ene (6), messagenin (7), glut-5-en-3β-ol (8), maslinic acid (9), hederagenin (10), 3-oxo-11α-methoxyolean-12-ene (11), 3β-hydroxy-1-oxo-olean-12-en-28-oic acid (12), ursolic acid (13), and 2α-hydroxyursolic acid (14). Of these compounds, 3, 6-8, and 10-14 were isolated for the first time from this plant.…”

Euonymus alatus: A Review on Its Phytochemistry and Antidiabetic Activity

“…Two new sesquiterpenes (65, 66) and two known ones were isolated from 95% ethanol extract of the stems of E. alatus . The known ones were identified as 6 α ,12-diacetoxy-2b,9 α -di(b-furancarbonyloxy)-4 α -hydroxyl-1 β -(2-methylbutanoyloxy)- β -dihydroagarofuran (67), 1 α ,2 α ,6 β -triacetoxy-4 β -hydroxy-9 β -( β -) furancarboxy-15-[(amethyl) butyroyloxy]- β -dihydroagarofuran (68) [ 27 ]. The structures of sesquiterpenes isolated from E. alatus are shown in Figure 2 .…”

“…Five alkaloids have been isolated from E. alatus and identified as alatamine (69), alatusamine (70) and alatusinine (71) [ 28 ], 1 β ,2 β ,5 α ,8 β ,11-pentaacetoxy-4 α -hydroxy-3 α -(2-methylbutanoyl)-15-nicotinoyl-7-oxo-dihydroagarofuran (72), evonine (73), and neoevonine (74) [ 27 ]. The structures of alkaloids isolated from E. alatus are shown in Figure 3 .…”

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).…”