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Chemical Constituents from the Aerial Parts of Elsholtzia ciliata and Their Protective Activities on Glutamate-Induced HT22 Cell Death

A new phenolic glucoside, (7E,9E)-3-hydroxyavenalumic acid-3-O-[6′-O-(E)-caffeoyl]-β-d-glucopyranoside (1), and three new acetylated flavone glycosides, acacetin-7-O-[β-d-glucopyranosyl­(1″″→2″)-4‴-O-acetyl-α-l-rhamnopyranosyl­(1‴→6″)]-β-d-glucopyranoside (3), acacetin-7-O-[6″″-O-acetyl-β-d-glucopyr...

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Published in:Journal of natural products (Washington, D.C.) D.C.), 2020-10, Vol.83 (10), p.3149-3155
Main Authors: Seo, Young Hye, Trinh, Tuy An, Ryu, Seung Mok, Kim, Hyo Seon, Choi, Goya, Moon, Byeong Cheol, Shim, Sang Hee, Jang, Dae Sik, Lee, Dongho, Kang, Ki Sung, Lee, Jun
Format: Article
Language:English
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Summary:A new phenolic glucoside, (7E,9E)-3-hydroxyavenalumic acid-3-O-[6′-O-(E)-caffeoyl]-β-d-glucopyranoside (1), and three new acetylated flavone glycosides, acacetin-7-O-[β-d-glucopyranosyl­(1″″→2″)-4‴-O-acetyl-α-l-rhamnopyranosyl­(1‴→6″)]-β-d-glucopyranoside (3), acacetin-7-O-[6″″-O-acetyl-β-d-glucopyranosyl­(1″″→2″)-3‴-O-acetyl-α-l-rhamnopyranosyl­(1‴→6″)]-β-d-glucopyranoside (5), and acacetin-7-O-[3″″,6″″-di-O-acetyl-β-d-glucopyranosyl­(1″″→2″)-4‴-O-acetyl-α-l-rhamnopyranosyl­(1‴→6″)]-β-d-glucopyranoside (7), as well as 34 known compounds (2, 4, 6, and 8–38) were isolated from the aerial parts of Elsholtzia ciliata. The chemical structures of the new compounds were determined by spectroscopic/spectrometric data interpretation using NMR and HRESIMS. The neuroprotective effect of the isolated compounds was evaluated by a cell viability assay on HT22 murine hippocampal neuronal cells. Among them, 23 compounds, including new substances 1 and 3, exhibited neuroprotective effects against glutamate-induced HT22 cell death. In particular, compounds 2, 16, 17, 20, 22, 28, 29, and 31 presented potent neuroprotective effects with EC50 values of 1.5–8.3 μM.
ISSN:0163-3864
1520-6025
DOI:10.1021/acs.jnatprod.0c00756