Cargando…

A Pair of New Antioxidant Phenolic Acid Stereoisomers Isolated from Danshen Injection (Lyophilized Powder)

A pair of new phenolic acid stereoisomers, (R)-norsalvianolic acid L (1) and (S)-norsalvianolic acid L (2), was isolated from the Danshen Injection (lyophilized powder). The structural elucidation and stereochemistry determination were achieved by spectroscopic and chemical methods including 1D, 2D...

Descripción completa

Detalles Bibliográficos
Autores principales: Liu, Jing, Zhao, Jianfeng, Dai, Zhong, Lin, Ruichao, Wang, Gangli, Ma, Shuangcheng
Formato: Online Artículo Texto
Lenguaje:English
Publicado: MDPI 2014
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6271289/
https://www.ncbi.nlm.nih.gov/pubmed/24500008
http://dx.doi.org/10.3390/molecules19021786
_version_ 1783376894270373888
author Liu, Jing
Zhao, Jianfeng
Dai, Zhong
Lin, Ruichao
Wang, Gangli
Ma, Shuangcheng
author_facet Liu, Jing
Zhao, Jianfeng
Dai, Zhong
Lin, Ruichao
Wang, Gangli
Ma, Shuangcheng
author_sort Liu, Jing
collection PubMed
description A pair of new phenolic acid stereoisomers, (R)-norsalvianolic acid L (1) and (S)-norsalvianolic acid L (2), was isolated from the Danshen Injection (lyophilized powder). The structural elucidation and stereochemistry determination were achieved by spectroscopic and chemical methods including 1D, 2D NMR ((1)H-(1)H COSY, HSQC and HMBC) and circular dichroism experiments. Their antioxidant activities were assessed by the DPPH(·) and ABTS(·+) scavenging methods in vitro with microplate assay. The IC(50) values of 1 were 6.9 and 9.7 μM respectively, which was close to the control salvianolic acid B (7.8 and 7.1 μM respectively), while the IC(50) values of isomer 2 were 27.1 and 25.3 μM, respectively.
format Online
Article
Text
id pubmed-6271289
institution National Center for Biotechnology Information
language English
publishDate 2014
publisher MDPI
record_format MEDLINE/PubMed
spelling pubmed-62712892018-12-20 A Pair of New Antioxidant Phenolic Acid Stereoisomers Isolated from Danshen Injection (Lyophilized Powder) Liu, Jing Zhao, Jianfeng Dai, Zhong Lin, Ruichao Wang, Gangli Ma, Shuangcheng Molecules Article A pair of new phenolic acid stereoisomers, (R)-norsalvianolic acid L (1) and (S)-norsalvianolic acid L (2), was isolated from the Danshen Injection (lyophilized powder). The structural elucidation and stereochemistry determination were achieved by spectroscopic and chemical methods including 1D, 2D NMR ((1)H-(1)H COSY, HSQC and HMBC) and circular dichroism experiments. Their antioxidant activities were assessed by the DPPH(·) and ABTS(·+) scavenging methods in vitro with microplate assay. The IC(50) values of 1 were 6.9 and 9.7 μM respectively, which was close to the control salvianolic acid B (7.8 and 7.1 μM respectively), while the IC(50) values of isomer 2 were 27.1 and 25.3 μM, respectively. MDPI 2014-02-04 /pmc/articles/PMC6271289/ /pubmed/24500008 http://dx.doi.org/10.3390/molecules19021786 Text en © 2014 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 license (http://creativecommons.org/licenses/by/3.0/).
spellingShingle Article
Liu, Jing
Zhao, Jianfeng
Dai, Zhong
Lin, Ruichao
Wang, Gangli
Ma, Shuangcheng
A Pair of New Antioxidant Phenolic Acid Stereoisomers Isolated from Danshen Injection (Lyophilized Powder)
title A Pair of New Antioxidant Phenolic Acid Stereoisomers Isolated from Danshen Injection (Lyophilized Powder)
title_full A Pair of New Antioxidant Phenolic Acid Stereoisomers Isolated from Danshen Injection (Lyophilized Powder)
title_fullStr A Pair of New Antioxidant Phenolic Acid Stereoisomers Isolated from Danshen Injection (Lyophilized Powder)
title_full_unstemmed A Pair of New Antioxidant Phenolic Acid Stereoisomers Isolated from Danshen Injection (Lyophilized Powder)
title_short A Pair of New Antioxidant Phenolic Acid Stereoisomers Isolated from Danshen Injection (Lyophilized Powder)
title_sort pair of new antioxidant phenolic acid stereoisomers isolated from danshen injection (lyophilized powder)
topic Article
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6271289/
https://www.ncbi.nlm.nih.gov/pubmed/24500008
http://dx.doi.org/10.3390/molecules19021786
work_keys_str_mv AT liujing apairofnewantioxidantphenolicacidstereoisomersisolatedfromdansheninjectionlyophilizedpowder
AT zhaojianfeng apairofnewantioxidantphenolicacidstereoisomersisolatedfromdansheninjectionlyophilizedpowder
AT daizhong apairofnewantioxidantphenolicacidstereoisomersisolatedfromdansheninjectionlyophilizedpowder
AT linruichao apairofnewantioxidantphenolicacidstereoisomersisolatedfromdansheninjectionlyophilizedpowder
AT wanggangli apairofnewantioxidantphenolicacidstereoisomersisolatedfromdansheninjectionlyophilizedpowder
AT mashuangcheng apairofnewantioxidantphenolicacidstereoisomersisolatedfromdansheninjectionlyophilizedpowder
AT liujing pairofnewantioxidantphenolicacidstereoisomersisolatedfromdansheninjectionlyophilizedpowder
AT zhaojianfeng pairofnewantioxidantphenolicacidstereoisomersisolatedfromdansheninjectionlyophilizedpowder
AT daizhong pairofnewantioxidantphenolicacidstereoisomersisolatedfromdansheninjectionlyophilizedpowder
AT linruichao pairofnewantioxidantphenolicacidstereoisomersisolatedfromdansheninjectionlyophilizedpowder
AT wanggangli pairofnewantioxidantphenolicacidstereoisomersisolatedfromdansheninjectionlyophilizedpowder
AT mashuangcheng pairofnewantioxidantphenolicacidstereoisomersisolatedfromdansheninjectionlyophilizedpowder