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Neuroprotective Norsesquiterpenoids and Triterpenoids from Populus euphratica Resins

Two new octanorlanostane-type triterpenes, euphraticanoids A and B (1 and 2), two new trinorsesquiterpenoids, euphraticanoids C and D (3 and 4), and eight known triterpenoids (5, 6, 8–13) along with one steroid (7) were isolated from Populus euphratica resins. The structures of these new compounds,...

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Autores principales: Liu, Yun-Yun, Huang, Dan-Ling, Dong, Yun, Qin, Da-Peng, Yan, Yong-Ming, Cheng, Yong-Xian
Formato: Online Artículo Texto
Lenguaje:English
Publicado: MDPI 2019
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6930471/
https://www.ncbi.nlm.nih.gov/pubmed/31801194
http://dx.doi.org/10.3390/molecules24234379
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author Liu, Yun-Yun
Huang, Dan-Ling
Dong, Yun
Qin, Da-Peng
Yan, Yong-Ming
Cheng, Yong-Xian
author_facet Liu, Yun-Yun
Huang, Dan-Ling
Dong, Yun
Qin, Da-Peng
Yan, Yong-Ming
Cheng, Yong-Xian
author_sort Liu, Yun-Yun
collection PubMed
description Two new octanorlanostane-type triterpenes, euphraticanoids A and B (1 and 2), two new trinorsesquiterpenoids, euphraticanoids C and D (3 and 4), and eight known triterpenoids (5, 6, 8–13) along with one steroid (7) were isolated from Populus euphratica resins. The structures of these new compounds, including their absolute configurations, were characterized by spectrocsopic, chemical, and computational methods. Biological evaluation revealed that compounds 4, 7–9, 12, and 13 display neuroprotective activities in H(2)O(2)-induced HT-22 cells with 4, 8, and 9 occurring in a concentration-dependent manner and 7, 12, and 13 reaching the maximum effects at 20 μM. Meanwhile, the neuroprotective properties of all isolates were accessed using glutamate-induced SH-SY5Y cells and disclosed that compounds 3, 4, 8, and 9 could dose-dependently protect neural cell injury in a concentration range of 10–40 μM. Finally, a brief structure–activity relationship was briefly discussed.
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spelling pubmed-69304712019-12-26 Neuroprotective Norsesquiterpenoids and Triterpenoids from Populus euphratica Resins Liu, Yun-Yun Huang, Dan-Ling Dong, Yun Qin, Da-Peng Yan, Yong-Ming Cheng, Yong-Xian Molecules Article Two new octanorlanostane-type triterpenes, euphraticanoids A and B (1 and 2), two new trinorsesquiterpenoids, euphraticanoids C and D (3 and 4), and eight known triterpenoids (5, 6, 8–13) along with one steroid (7) were isolated from Populus euphratica resins. The structures of these new compounds, including their absolute configurations, were characterized by spectrocsopic, chemical, and computational methods. Biological evaluation revealed that compounds 4, 7–9, 12, and 13 display neuroprotective activities in H(2)O(2)-induced HT-22 cells with 4, 8, and 9 occurring in a concentration-dependent manner and 7, 12, and 13 reaching the maximum effects at 20 μM. Meanwhile, the neuroprotective properties of all isolates were accessed using glutamate-induced SH-SY5Y cells and disclosed that compounds 3, 4, 8, and 9 could dose-dependently protect neural cell injury in a concentration range of 10–40 μM. Finally, a brief structure–activity relationship was briefly discussed. MDPI 2019-11-30 /pmc/articles/PMC6930471/ /pubmed/31801194 http://dx.doi.org/10.3390/molecules24234379 Text en © 2019 by the authors. Licensee MDPI, Basel, Switzerland. This article is an open access article distributed under the terms and conditions of the Creative Commons Attribution (CC BY) license (http://creativecommons.org/licenses/by/4.0/).
spellingShingle Article
Liu, Yun-Yun
Huang, Dan-Ling
Dong, Yun
Qin, Da-Peng
Yan, Yong-Ming
Cheng, Yong-Xian
Neuroprotective Norsesquiterpenoids and Triterpenoids from Populus euphratica Resins
title Neuroprotective Norsesquiterpenoids and Triterpenoids from Populus euphratica Resins
title_full Neuroprotective Norsesquiterpenoids and Triterpenoids from Populus euphratica Resins
title_fullStr Neuroprotective Norsesquiterpenoids and Triterpenoids from Populus euphratica Resins
title_full_unstemmed Neuroprotective Norsesquiterpenoids and Triterpenoids from Populus euphratica Resins
title_short Neuroprotective Norsesquiterpenoids and Triterpenoids from Populus euphratica Resins
title_sort neuroprotective norsesquiterpenoids and triterpenoids from populus euphratica resins
topic Article
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6930471/
https://www.ncbi.nlm.nih.gov/pubmed/31801194
http://dx.doi.org/10.3390/molecules24234379
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