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Antioxidant Lignans and Neolignans from Acorus tatarinowii

Eleven new lignans and neolignans, named acortatarinowins G–N (1−8), including three pairs of enantiomers (1a/1b−3a/3b) and five optically pure lignans and neolignans (4−8), along with five known analogs (9−14), were isolated from the rhizomes of Acorus tatarinowii Schott. Compounds 1−3 were success...

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Autores principales: Lu, Yuanyuan, Xue, Yongbo, Chen, Shenjie, Zhu, Hucheng, Zhang, Jinwen, Li, Xiao-Nian, Wang, Jianping, Liu, JunJun, Qi, Changxing, Du, Guang, Zhang, Yonghui
Formato: Online Artículo Texto
Lenguaje:English
Publicado: Nature Publishing Group 2016
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4785495/
https://www.ncbi.nlm.nih.gov/pubmed/26961724
http://dx.doi.org/10.1038/srep22909
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author Lu, Yuanyuan
Xue, Yongbo
Chen, Shenjie
Zhu, Hucheng
Zhang, Jinwen
Li, Xiao-Nian
Wang, Jianping
Liu, JunJun
Qi, Changxing
Du, Guang
Zhang, Yonghui
author_facet Lu, Yuanyuan
Xue, Yongbo
Chen, Shenjie
Zhu, Hucheng
Zhang, Jinwen
Li, Xiao-Nian
Wang, Jianping
Liu, JunJun
Qi, Changxing
Du, Guang
Zhang, Yonghui
author_sort Lu, Yuanyuan
collection PubMed
description Eleven new lignans and neolignans, named acortatarinowins G–N (1−8), including three pairs of enantiomers (1a/1b−3a/3b) and five optically pure lignans and neolignans (4−8), along with five known analogs (9−14), were isolated from the rhizomes of Acorus tatarinowii Schott. Compounds 1−3 were successfully separated by chiral HPLC to afford 1a/1b−3a/3b. The planar structures of 1−8 were elucidated by extensive spectroscopic analyses including HRESIMS and NMR. Their absolute configurations were determined by analyses of single-crystal X-ray diffraction and a modified Mosher’s method, assisted by experimental and calculated electronic circular dichroism (ECD) data. Compounds 1a and 1b were rare 7,8′-epoxy-8,7′-oxyneolignane. Compounds 1−8 were evaluated for their antioxidant activities using 2,2-diphenyl-1-picrylhydrazyl (DPPH) reducing antioxidant power assay. Compound 6, exhibiting strong DPPH radical scavenging capacity with IC(50) value of 16.4 ± 0.22 μg/mL, could interpret the herbal traditional usage.
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spelling pubmed-47854952016-03-11 Antioxidant Lignans and Neolignans from Acorus tatarinowii Lu, Yuanyuan Xue, Yongbo Chen, Shenjie Zhu, Hucheng Zhang, Jinwen Li, Xiao-Nian Wang, Jianping Liu, JunJun Qi, Changxing Du, Guang Zhang, Yonghui Sci Rep Article Eleven new lignans and neolignans, named acortatarinowins G–N (1−8), including three pairs of enantiomers (1a/1b−3a/3b) and five optically pure lignans and neolignans (4−8), along with five known analogs (9−14), were isolated from the rhizomes of Acorus tatarinowii Schott. Compounds 1−3 were successfully separated by chiral HPLC to afford 1a/1b−3a/3b. The planar structures of 1−8 were elucidated by extensive spectroscopic analyses including HRESIMS and NMR. Their absolute configurations were determined by analyses of single-crystal X-ray diffraction and a modified Mosher’s method, assisted by experimental and calculated electronic circular dichroism (ECD) data. Compounds 1a and 1b were rare 7,8′-epoxy-8,7′-oxyneolignane. Compounds 1−8 were evaluated for their antioxidant activities using 2,2-diphenyl-1-picrylhydrazyl (DPPH) reducing antioxidant power assay. Compound 6, exhibiting strong DPPH radical scavenging capacity with IC(50) value of 16.4 ± 0.22 μg/mL, could interpret the herbal traditional usage. Nature Publishing Group 2016-03-10 /pmc/articles/PMC4785495/ /pubmed/26961724 http://dx.doi.org/10.1038/srep22909 Text en Copyright © 2016, Macmillan Publishers Limited http://creativecommons.org/licenses/by/4.0/ This work is licensed under a Creative Commons Attribution 4.0 International License. The images or other third party material in this article are included in the article’s Creative Commons license, unless indicated otherwise in the credit line; if the material is not included under the Creative Commons license, users will need to obtain permission from the license holder to reproduce the material. To view a copy of this license, visit http://creativecommons.org/licenses/by/4.0/
spellingShingle Article
Lu, Yuanyuan
Xue, Yongbo
Chen, Shenjie
Zhu, Hucheng
Zhang, Jinwen
Li, Xiao-Nian
Wang, Jianping
Liu, JunJun
Qi, Changxing
Du, Guang
Zhang, Yonghui
Antioxidant Lignans and Neolignans from Acorus tatarinowii
title Antioxidant Lignans and Neolignans from Acorus tatarinowii
title_full Antioxidant Lignans and Neolignans from Acorus tatarinowii
title_fullStr Antioxidant Lignans and Neolignans from Acorus tatarinowii
title_full_unstemmed Antioxidant Lignans and Neolignans from Acorus tatarinowii
title_short Antioxidant Lignans and Neolignans from Acorus tatarinowii
title_sort antioxidant lignans and neolignans from acorus tatarinowii
topic Article
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4785495/
https://www.ncbi.nlm.nih.gov/pubmed/26961724
http://dx.doi.org/10.1038/srep22909
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