Abstract
From the butanolic and the ethyl acetate extracts of Rhamnus alaternus L root bark and leaves, three new anthraquinone glycosides, alaternosides A-C (1,4,6,8 tetrahydroxy-3 methyl anthraquinone 1-O-ß-D-glucopyranosyl-4,6-di-O-α-L-rhamnopyranoside (1); 1,2,6,8 tetrahydroxy-3 methyl anthraquinone 8-O-ß-D-glucopyranoside (2) and 1, 6 dihydroxy-3 methyl 6 [2′-Me (heptoxy)] anthraquinone (3)) were isolated and elucidated together with the two known anthraquinone glycosides, Physcion-8-O-rutinoside (4) and emodin-6-O-α-L-rhamnoside (5) as well as with the known kaempferol-7-methylether (6), β-sitosterol (7) and β-sitosterol-3-O-glycoside (8). Their chemical structures were elucidated using spectroscopic methods (1D-, 2D-NMR and FAB-MS). Free radical scavenging activity of the isolated compounds was evaluated by their ability to scavenge DPPH . free radicals. Compounds (3), (4) and (6) showed the highest activity with IC 50 values of 9.46, 27.68 and 2.35 μg/mL, respectively.
| Original language | English |
|---|---|
| Pages (from-to) | 280-286 |
| Number of pages | 7 |
| Journal | Natural Product Research |
| Volume | 33 |
| Issue number | 2 |
| DOIs | |
| Publication status | Published - Jan 17 2019 |
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All Science Journal Classification (ASJC) codes
- Analytical Chemistry
- Biochemistry
- Plant Science
- Organic Chemistry
Cite this
Isolation and identification of new anthraquinones from Rhamnus alaternus L and evaluation of their free radical scavenging activity. / Ben Ammar, Rebai; Miyamoto, Tomofumi; Chekir-Ghedira, Leila; Ghedira, Kamel; Lacaille-Dubois, Marie Aleth.
In: Natural Product Research, Vol. 33, No. 2, 17.01.2019, p. 280-286.Research output: Contribution to journal › Article
}
TY - JOUR
T1 - Isolation and identification of new anthraquinones from Rhamnus alaternus L and evaluation of their free radical scavenging activity
AU - Ben Ammar, Rebai
AU - Miyamoto, Tomofumi
AU - Chekir-Ghedira, Leila
AU - Ghedira, Kamel
AU - Lacaille-Dubois, Marie Aleth
PY - 2019/1/17
Y1 - 2019/1/17
N2 - From the butanolic and the ethyl acetate extracts of Rhamnus alaternus L root bark and leaves, three new anthraquinone glycosides, alaternosides A-C (1,4,6,8 tetrahydroxy-3 methyl anthraquinone 1-O-ß-D-glucopyranosyl-4,6-di-O-α-L-rhamnopyranoside (1); 1,2,6,8 tetrahydroxy-3 methyl anthraquinone 8-O-ß-D-glucopyranoside (2) and 1, 6 dihydroxy-3 methyl 6 [2′-Me (heptoxy)] anthraquinone (3)) were isolated and elucidated together with the two known anthraquinone glycosides, Physcion-8-O-rutinoside (4) and emodin-6-O-α-L-rhamnoside (5) as well as with the known kaempferol-7-methylether (6), β-sitosterol (7) and β-sitosterol-3-O-glycoside (8). Their chemical structures were elucidated using spectroscopic methods (1D-, 2D-NMR and FAB-MS). Free radical scavenging activity of the isolated compounds was evaluated by their ability to scavenge DPPH . free radicals. Compounds (3), (4) and (6) showed the highest activity with IC 50 values of 9.46, 27.68 and 2.35 μg/mL, respectively.
AB - From the butanolic and the ethyl acetate extracts of Rhamnus alaternus L root bark and leaves, three new anthraquinone glycosides, alaternosides A-C (1,4,6,8 tetrahydroxy-3 methyl anthraquinone 1-O-ß-D-glucopyranosyl-4,6-di-O-α-L-rhamnopyranoside (1); 1,2,6,8 tetrahydroxy-3 methyl anthraquinone 8-O-ß-D-glucopyranoside (2) and 1, 6 dihydroxy-3 methyl 6 [2′-Me (heptoxy)] anthraquinone (3)) were isolated and elucidated together with the two known anthraquinone glycosides, Physcion-8-O-rutinoside (4) and emodin-6-O-α-L-rhamnoside (5) as well as with the known kaempferol-7-methylether (6), β-sitosterol (7) and β-sitosterol-3-O-glycoside (8). Their chemical structures were elucidated using spectroscopic methods (1D-, 2D-NMR and FAB-MS). Free radical scavenging activity of the isolated compounds was evaluated by their ability to scavenge DPPH . free radicals. Compounds (3), (4) and (6) showed the highest activity with IC 50 values of 9.46, 27.68 and 2.35 μg/mL, respectively.
UR - http://www.scopus.com/inward/record.url?scp=85043687227&partnerID=8YFLogxK
UR - http://www.scopus.com/inward/citedby.url?scp=85043687227&partnerID=8YFLogxK
U2 - 10.1080/14786419.2018.1446135
DO - 10.1080/14786419.2018.1446135
M3 - Article
C2 - 29533086
AN - SCOPUS:85043687227
VL - 33
SP - 280
EP - 286
JO - Natural Product Research
JF - Natural Product Research
SN - 1478-6419
IS - 2
ER -