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Chemical transformation and target preparation of saponins in stems and leaves of Panax notoginseng

BACKGROUND: Notoginsenoside Ft1 is a promising potential candidate for cardiovascular and cancer disease therapy owing to its positive pharmacological activities. However, the yield of Ft1 is ultralow utilizing reported methods. Herein, an acid hydrolyzing strategy was implemented in the acquirement...

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Autores principales: Wang, Ru-Feng, Li, Juan, Hu, Hai-Jun, Li, Jia, Yang, Ying-Bo, Yang, Li, Wang, Zheng-Tao
Formato: Online Artículo Texto
Lenguaje:English
Publicado: Elsevier 2018
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6026369/
https://www.ncbi.nlm.nih.gov/pubmed/29983608
http://dx.doi.org/10.1016/j.jgr.2016.08.009
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author Wang, Ru-Feng
Li, Juan
Hu, Hai-Jun
Li, Jia
Yang, Ying-Bo
Yang, Li
Wang, Zheng-Tao
author_facet Wang, Ru-Feng
Li, Juan
Hu, Hai-Jun
Li, Jia
Yang, Ying-Bo
Yang, Li
Wang, Zheng-Tao
author_sort Wang, Ru-Feng
collection PubMed
description BACKGROUND: Notoginsenoside Ft1 is a promising potential candidate for cardiovascular and cancer disease therapy owing to its positive pharmacological activities. However, the yield of Ft1 is ultralow utilizing reported methods. Herein, an acid hydrolyzing strategy was implemented in the acquirement of rare notoginsenoside Ft1. METHODS: Chemical profiles were identified by ultraperformance liquid chromatography coupled with quadruple-time-of-flight and electrospray ionization mass spectrometry (UPLC-Q/TOF-ESI-MS). The acid hydrolyzing dynamic changes of chemical compositions and the possible transformation pathways of saponins were monitored by ultrahigh-performance LC coupled with tandem MS (UHPLC-MS/MS). RESULTS AND CONCLUSION: Notoginsenoside Ft1 was epimerized from notoginsenoside ST4, which was generated through cleaving the carbohydrate side chains at C-20 of notoginsenosides Fa and Fc, and vina-ginsenoside R7, and further converted to other compounds via hydroxylation at C-25 or hydrolysis of the carbohydrate side chains at C-3 under the acid conditions. High temperature contributed to the hydroxylation reaction at C-25 and 25% acetic acid concentration was conducive to the preparation of notoginsenoside Ft1. C-20 epimers of notoginsenoside Ft1 and ST4 were successfully separated utilizing solvent method of acetic acid solution. The theoretical preparation yield rate of notoginsenoside Ft1 was about 1.8%, which would be beneficial to further study on its bioactivities and clinical application.
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spelling pubmed-60263692018-07-06 Chemical transformation and target preparation of saponins in stems and leaves of Panax notoginseng Wang, Ru-Feng Li, Juan Hu, Hai-Jun Li, Jia Yang, Ying-Bo Yang, Li Wang, Zheng-Tao J Ginseng Res Research Article BACKGROUND: Notoginsenoside Ft1 is a promising potential candidate for cardiovascular and cancer disease therapy owing to its positive pharmacological activities. However, the yield of Ft1 is ultralow utilizing reported methods. Herein, an acid hydrolyzing strategy was implemented in the acquirement of rare notoginsenoside Ft1. METHODS: Chemical profiles were identified by ultraperformance liquid chromatography coupled with quadruple-time-of-flight and electrospray ionization mass spectrometry (UPLC-Q/TOF-ESI-MS). The acid hydrolyzing dynamic changes of chemical compositions and the possible transformation pathways of saponins were monitored by ultrahigh-performance LC coupled with tandem MS (UHPLC-MS/MS). RESULTS AND CONCLUSION: Notoginsenoside Ft1 was epimerized from notoginsenoside ST4, which was generated through cleaving the carbohydrate side chains at C-20 of notoginsenosides Fa and Fc, and vina-ginsenoside R7, and further converted to other compounds via hydroxylation at C-25 or hydrolysis of the carbohydrate side chains at C-3 under the acid conditions. High temperature contributed to the hydroxylation reaction at C-25 and 25% acetic acid concentration was conducive to the preparation of notoginsenoside Ft1. C-20 epimers of notoginsenoside Ft1 and ST4 were successfully separated utilizing solvent method of acetic acid solution. The theoretical preparation yield rate of notoginsenoside Ft1 was about 1.8%, which would be beneficial to further study on its bioactivities and clinical application. Elsevier 2018-07 2016-08-26 /pmc/articles/PMC6026369/ /pubmed/29983608 http://dx.doi.org/10.1016/j.jgr.2016.08.009 Text en © 2016 The Korean Society of Ginseng, Published by Elsevier Korea LLC. http://creativecommons.org/licenses/by-nc-nd/4.0/ This is an open access article under the CC BY-NC-ND license (http://creativecommons.org/licenses/by-nc-nd/4.0/).
spellingShingle Research Article
Wang, Ru-Feng
Li, Juan
Hu, Hai-Jun
Li, Jia
Yang, Ying-Bo
Yang, Li
Wang, Zheng-Tao
Chemical transformation and target preparation of saponins in stems and leaves of Panax notoginseng
title Chemical transformation and target preparation of saponins in stems and leaves of Panax notoginseng
title_full Chemical transformation and target preparation of saponins in stems and leaves of Panax notoginseng
title_fullStr Chemical transformation and target preparation of saponins in stems and leaves of Panax notoginseng
title_full_unstemmed Chemical transformation and target preparation of saponins in stems and leaves of Panax notoginseng
title_short Chemical transformation and target preparation of saponins in stems and leaves of Panax notoginseng
title_sort chemical transformation and target preparation of saponins in stems and leaves of panax notoginseng
topic Research Article
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6026369/
https://www.ncbi.nlm.nih.gov/pubmed/29983608
http://dx.doi.org/10.1016/j.jgr.2016.08.009
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