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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
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cited_by cdi_FETCH-LOGICAL-a325t-3d3eb90bbe8be77c5f901ff65978cfc4b50b3160c02c86ecf12133896c405c433
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container_end_page 3155
container_issue 10
container_start_page 3149
container_title Journal of natural products (Washington, D.C.)
container_volume 83
creator 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
description 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.
doi_str_mv 10.1021/acs.jnatprod.0c00756
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Nat. Prod</addtitle><date>2020-10-23</date><risdate>2020</risdate><volume>83</volume><issue>10</issue><spage>3149</spage><epage>3155</epage><pages>3149-3155</pages><issn>0163-3864</issn><eissn>1520-6025</eissn><abstract>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.</abstract><pub>American Chemical Society and American Society of Pharmacognosy</pub><doi>10.1021/acs.jnatprod.0c00756</doi><tpages>7</tpages><orcidid>https://orcid.org/0000-0002-0134-0598</orcidid><orcidid>https://orcid.org/0000-0001-5472-5232</orcidid><orcidid>https://orcid.org/0000-0002-5756-5470</orcidid><orcidid>https://orcid.org/0000-0003-2050-5244</orcidid><orcidid>https://orcid.org/0000-0003-4379-814X</orcidid></addata></record>
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title Chemical Constituents from the Aerial Parts of Elsholtzia ciliata and Their Protective Activities on Glutamate-Induced HT22 Cell Death
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