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New diterpenoid quinones derived from Salvia miltiorrhiza and their cytotoxic and neuroprotective activities

One new tanshinone derivative, which possesses an unusual 6/6/5/6 fused-ring skeleton system (1), together with four new five-membered lactone benzohexa-membered ring compounds (2, 3, 4A and 4B), and three new carboxyl substituted 5,5-spiroketal compounds (5–7), were isolated from the dried rhizomes...

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Detalles Bibliográficos
Autores principales: Yin, Zhao-Kun, Feng, Zi-Ming, Jiang, Jian-Shuang, Zhang, Xu, Zhang, Pei-Cheng, Yang, Ya-Nan
Formato: Online Artículo Texto
Lenguaje:English
Publicado: The Royal Society of Chemistry 2020
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9051908/
https://www.ncbi.nlm.nih.gov/pubmed/35498480
http://dx.doi.org/10.1039/d0ra02022b
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author Yin, Zhao-Kun
Feng, Zi-Ming
Jiang, Jian-Shuang
Zhang, Xu
Zhang, Pei-Cheng
Yang, Ya-Nan
author_facet Yin, Zhao-Kun
Feng, Zi-Ming
Jiang, Jian-Shuang
Zhang, Xu
Zhang, Pei-Cheng
Yang, Ya-Nan
author_sort Yin, Zhao-Kun
collection PubMed
description One new tanshinone derivative, which possesses an unusual 6/6/5/6 fused-ring skeleton system (1), together with four new five-membered lactone benzohexa-membered ring compounds (2, 3, 4A and 4B), and three new carboxyl substituted 5,5-spiroketal compounds (5–7), were isolated from the dried rhizomes of Salvia miltiorrhiza. The structures of these compounds were determined by multiple spectral analyses (UV, IR, NMR, and HR-ESI-MS). In addition, the absolute configurations were established by X-ray diffraction experiments, calculated and experimental circular dichroism spectra. Evaluation of antitumor activity showed that 1 had strong cytotoxicity to tumor-repopulating cells (TRCs) with an IC(50) value of 2.83 μM. In the evaluation of neuroprotective activity, 4A and 6 showed a strong improvement in the survival rates of SK-N-SH cell injury induced by oxygen glucose deprivation (OGD).
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spelling pubmed-90519082022-04-29 New diterpenoid quinones derived from Salvia miltiorrhiza and their cytotoxic and neuroprotective activities Yin, Zhao-Kun Feng, Zi-Ming Jiang, Jian-Shuang Zhang, Xu Zhang, Pei-Cheng Yang, Ya-Nan RSC Adv Chemistry One new tanshinone derivative, which possesses an unusual 6/6/5/6 fused-ring skeleton system (1), together with four new five-membered lactone benzohexa-membered ring compounds (2, 3, 4A and 4B), and three new carboxyl substituted 5,5-spiroketal compounds (5–7), were isolated from the dried rhizomes of Salvia miltiorrhiza. The structures of these compounds were determined by multiple spectral analyses (UV, IR, NMR, and HR-ESI-MS). In addition, the absolute configurations were established by X-ray diffraction experiments, calculated and experimental circular dichroism spectra. Evaluation of antitumor activity showed that 1 had strong cytotoxicity to tumor-repopulating cells (TRCs) with an IC(50) value of 2.83 μM. In the evaluation of neuroprotective activity, 4A and 6 showed a strong improvement in the survival rates of SK-N-SH cell injury induced by oxygen glucose deprivation (OGD). The Royal Society of Chemistry 2020-04-08 /pmc/articles/PMC9051908/ /pubmed/35498480 http://dx.doi.org/10.1039/d0ra02022b Text en This journal is © The Royal Society of Chemistry https://creativecommons.org/licenses/by-nc/3.0/
spellingShingle Chemistry
Yin, Zhao-Kun
Feng, Zi-Ming
Jiang, Jian-Shuang
Zhang, Xu
Zhang, Pei-Cheng
Yang, Ya-Nan
New diterpenoid quinones derived from Salvia miltiorrhiza and their cytotoxic and neuroprotective activities
title New diterpenoid quinones derived from Salvia miltiorrhiza and their cytotoxic and neuroprotective activities
title_full New diterpenoid quinones derived from Salvia miltiorrhiza and their cytotoxic and neuroprotective activities
title_fullStr New diterpenoid quinones derived from Salvia miltiorrhiza and their cytotoxic and neuroprotective activities
title_full_unstemmed New diterpenoid quinones derived from Salvia miltiorrhiza and their cytotoxic and neuroprotective activities
title_short New diterpenoid quinones derived from Salvia miltiorrhiza and their cytotoxic and neuroprotective activities
title_sort new diterpenoid quinones derived from salvia miltiorrhiza and their cytotoxic and neuroprotective activities
topic Chemistry
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9051908/
https://www.ncbi.nlm.nih.gov/pubmed/35498480
http://dx.doi.org/10.1039/d0ra02022b
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