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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 |
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container_title | Journal of natural products (Washington, D.C.) |
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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 |
format | article |
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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. 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Nat. Prod</addtitle><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.</description><issn>0163-3864</issn><issn>1520-6025</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2020</creationdate><recordtype>article</recordtype><recordid>eNp9kMFu2zAMhoWhA5Zme4MddNzFGSVZsn0svKwNEKA5pGdDlilYhW11kjxge4A9d9WlvfZEgPw_gvwI-cpgx4Cz79rE3eOi01Pwww4MQCXVB7JhkkOhgMsrsgGmRCFqVX4i1zE-AoCARm7Iv3bE2Rk90dYvMbm04pIitcHPNI1IbzC4PDzpkLve0v0URz-lv05T4yank6Z6Geh5RBfoKfiEJrnfmXspLjnM1EJvpzXpWScsDsuwGhzo3Zlz2uI00R-o0_iZfLR6ivjltW7Jw8_9ub0rjve3h_bmWGjBZSrEILBvoO-x7rGqjLQNMGuVbKraWFP2EnrBVFbATa3QWMaZEHWjTAnSlEJsybfL3qzq14oxdbOLJp-hF_Rr7HhZVlJyJaocLS9RE3yMAW33FNysw5-OQfeivcvauzft3av2jMEF-z_1a1jyP-8jzwRii14</recordid><startdate>20201023</startdate><enddate>20201023</enddate><creator>Seo, Young Hye</creator><creator>Trinh, Tuy An</creator><creator>Ryu, Seung Mok</creator><creator>Kim, Hyo Seon</creator><creator>Choi, Goya</creator><creator>Moon, Byeong Cheol</creator><creator>Shim, Sang Hee</creator><creator>Jang, Dae Sik</creator><creator>Lee, Dongho</creator><creator>Kang, Ki Sung</creator><creator>Lee, Jun</creator><general>American Chemical Society and American Society of Pharmacognosy</general><scope>AAYXX</scope><scope>CITATION</scope><scope>7X8</scope><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></search><sort><creationdate>20201023</creationdate><title>Chemical Constituents from the Aerial Parts of Elsholtzia ciliata and Their Protective Activities on Glutamate-Induced HT22 Cell Death</title><author>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</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-a325t-3d3eb90bbe8be77c5f901ff65978cfc4b50b3160c02c86ecf12133896c405c433</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2020</creationdate><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Seo, Young Hye</creatorcontrib><creatorcontrib>Trinh, Tuy An</creatorcontrib><creatorcontrib>Ryu, Seung Mok</creatorcontrib><creatorcontrib>Kim, Hyo Seon</creatorcontrib><creatorcontrib>Choi, Goya</creatorcontrib><creatorcontrib>Moon, Byeong Cheol</creatorcontrib><creatorcontrib>Shim, Sang Hee</creatorcontrib><creatorcontrib>Jang, Dae Sik</creatorcontrib><creatorcontrib>Lee, Dongho</creatorcontrib><creatorcontrib>Kang, Ki Sung</creatorcontrib><creatorcontrib>Lee, Jun</creatorcontrib><collection>CrossRef</collection><collection>MEDLINE - Academic</collection><jtitle>Journal of natural products (Washington, D.C.)</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Seo, Young Hye</au><au>Trinh, Tuy An</au><au>Ryu, Seung Mok</au><au>Kim, Hyo Seon</au><au>Choi, Goya</au><au>Moon, Byeong Cheol</au><au>Shim, Sang Hee</au><au>Jang, Dae Sik</au><au>Lee, Dongho</au><au>Kang, Ki Sung</au><au>Lee, Jun</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Chemical Constituents from the Aerial Parts of Elsholtzia ciliata and Their Protective Activities on Glutamate-Induced HT22 Cell Death</atitle><jtitle>Journal of natural products (Washington, D.C.)</jtitle><addtitle>J. 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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