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...
| Main Authors: | , , , , , , |
|---|---|
| Format: | Article |
| Language: | English |
| Published: |
Elsevier
2018-07-01
|
| Series: | Journal of Ginseng Research |
| Online Access: | http://www.sciencedirect.com/science/article/pii/S1226845316301567 |
| _version_ | 1818310072872206336 |
|---|---|
| author | Ru-Feng Wang Juan Li Hai-Jun Hu Jia Li Ying-Bo Yang Li Yang Zheng-Tao Wang |
| author_facet | Ru-Feng Wang Juan Li Hai-Jun Hu Jia Li Ying-Bo Yang Li Yang Zheng-Tao Wang |
| author_sort | Ru-Feng Wang |
| collection | DOAJ |
| 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. Keywords: chemical transformation, notoginsenoside Ft1, Panax notoginseng, saponins |
| first_indexed | 2024-12-13T07:40:15Z |
| format | Article |
| id | doaj.art-e4694a7ac2684f4f99af8eaea070940d |
| institution | Directory Open Access Journal |
| issn | 1226-8453 |
| language | English |
| last_indexed | 2024-12-13T07:40:15Z |
| publishDate | 2018-07-01 |
| publisher | Elsevier |
| record_format | Article |
| series | Journal of Ginseng Research |
| spelling | doaj.art-e4694a7ac2684f4f99af8eaea070940d2022-12-21T23:54:59ZengElsevierJournal of Ginseng Research1226-84532018-07-01423270276Chemical transformation and target preparation of saponins in stems and leaves of Panax notoginsengRu-Feng Wang0Juan Li1Hai-Jun Hu2Jia Li3Ying-Bo Yang4Li Yang5Zheng-Tao Wang6The MOE Key Laboratory for Standardization of Chinese Medicines and the SATCM Key Laboratory for New Resources and Quality Evaluation of Chinese Medicines, Institute of Chinese Materia Medica, Shanghai University of Traditional Chinese Medicine, Shanghai, China; Department of Pharmacognosy, China Pharmaceutical University, Nanjing, ChinaThe MOE Key Laboratory for Standardization of Chinese Medicines and the SATCM Key Laboratory for New Resources and Quality Evaluation of Chinese Medicines, Institute of Chinese Materia Medica, Shanghai University of Traditional Chinese Medicine, Shanghai, China; Department of Pharmacognosy, China Pharmaceutical University, Nanjing, ChinaThe MOE Key Laboratory for Standardization of Chinese Medicines and the SATCM Key Laboratory for New Resources and Quality Evaluation of Chinese Medicines, Institute of Chinese Materia Medica, Shanghai University of Traditional Chinese Medicine, Shanghai, China; Department of Pharmacognosy, China Pharmaceutical University, Nanjing, ChinaThe MOE Key Laboratory for Standardization of Chinese Medicines and the SATCM Key Laboratory for New Resources and Quality Evaluation of Chinese Medicines, Institute of Chinese Materia Medica, Shanghai University of Traditional Chinese Medicine, Shanghai, China; Department of Pharmacognosy, China Pharmaceutical University, Nanjing, ChinaThe MOE Key Laboratory for Standardization of Chinese Medicines and the SATCM Key Laboratory for New Resources and Quality Evaluation of Chinese Medicines, Institute of Chinese Materia Medica, Shanghai University of Traditional Chinese Medicine, Shanghai, ChinaThe MOE Key Laboratory for Standardization of Chinese Medicines and the SATCM Key Laboratory for New Resources and Quality Evaluation of Chinese Medicines, Institute of Chinese Materia Medica, Shanghai University of Traditional Chinese Medicine, Shanghai, ChinaThe MOE Key Laboratory for Standardization of Chinese Medicines and the SATCM Key Laboratory for New Resources and Quality Evaluation of Chinese Medicines, Institute of Chinese Materia Medica, Shanghai University of Traditional Chinese Medicine, Shanghai, China; Department of Pharmacognosy, China Pharmaceutical University, Nanjing, China; Corresponding author. The MOE Key Laboratory for Standardization of Chinese Medicines and the SATCM Key Laboratory for New Resources and Quality Evaluation of Chinese Medicines, Institute of Chinese Materia Medica, Shanghai University of Traditional Chinese Medicine, 1200 Cailun Road, Zhangjiang Hi-Tech Park, Shanghai 201203, China.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. Keywords: chemical transformation, notoginsenoside Ft1, Panax notoginseng, saponinshttp://www.sciencedirect.com/science/article/pii/S1226845316301567 |
| spellingShingle | Ru-Feng Wang Juan Li Hai-Jun Hu Jia Li Ying-Bo Yang Li Yang Zheng-Tao Wang Chemical transformation and target preparation of saponins in stems and leaves of Panax notoginseng Journal of Ginseng Research |
| 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 |
| url | http://www.sciencedirect.com/science/article/pii/S1226845316301567 |
| work_keys_str_mv | AT rufengwang chemicaltransformationandtargetpreparationofsaponinsinstemsandleavesofpanaxnotoginseng AT juanli chemicaltransformationandtargetpreparationofsaponinsinstemsandleavesofpanaxnotoginseng AT haijunhu chemicaltransformationandtargetpreparationofsaponinsinstemsandleavesofpanaxnotoginseng AT jiali chemicaltransformationandtargetpreparationofsaponinsinstemsandleavesofpanaxnotoginseng AT yingboyang chemicaltransformationandtargetpreparationofsaponinsinstemsandleavesofpanaxnotoginseng AT liyang chemicaltransformationandtargetpreparationofsaponinsinstemsandleavesofpanaxnotoginseng AT zhengtaowang chemicaltransformationandtargetpreparationofsaponinsinstemsandleavesofpanaxnotoginseng |