Study on the biotransformation and activities of three isoflavone glycosides from Radix Astragali by human feces in vitro
Radix Astragali (RA) is used as a traditional spice and food additive, and it is also rich in isoflavone glycosides, including calycosin-7-O-glucoside, ononin and genistin, which have beneficial effects against inflammation and oxidative stress. However, most isoflavone glycosides are hydrolyzed to...
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Format: | Article |
Language: | English |
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Elsevier
2023-08-01
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Series: | Arabian Journal of Chemistry |
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Online Access: | http://www.sciencedirect.com/science/article/pii/S1878535223004677 |
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author | Xin Liu Jiede Ma Xianming Lan Shuying Zhao Wenzhe Yang Xue Yang Yuqing Man Jiayu Zhang Shaoping Wang |
author_facet | Xin Liu Jiede Ma Xianming Lan Shuying Zhao Wenzhe Yang Xue Yang Yuqing Man Jiayu Zhang Shaoping Wang |
author_sort | Xin Liu |
collection | DOAJ |
description | Radix Astragali (RA) is used as a traditional spice and food additive, and it is also rich in isoflavone glycosides, including calycosin-7-O-glucoside, ononin and genistin, which have beneficial effects against inflammation and oxidative stress. However, most isoflavone glycosides are hydrolyzed to other metabolites by intestinal bacteria before absorbed into the body. In this study, the levels of the above three isoflavone glycosides and their aglycones in 12 RAs from different regions were analyzed by high performance liquid chromatograph (HPLC). Then, the metabolites of the three isoflavone glycosides transformed by human feces at different times were quantified by HPLC and identified by ultra-high performance liquid chromatograph coupled with high resolution mass spectrometer (UHPLC-HRMS) and nuclear magnetic resonance hydrogen spectrum (1H-NMR). Furthermore, the anti-inflammatory and antioxidant activities of the metabolites were evaluated and the possible mechanism was analyzed by network pharmacology. As a result, a total of 18 metabolites were identified and the metabolic profiles were constructed. Among them, 4 metabolites, including 3′,4′,7-trihydroxyisoflavone, pratensein, dihydrogenistein and daidzein, were separated and identified, of which the metabolic process of pratensein was discovered for the first time. The anti-inflammatory and antioxidant activity results and network pharmacology analysis showed that there was a close relationship between the activities and the metabolic profiles, especially the formation of aglycones. This study is of significance to reveal the metabolic process of the isoflavones of RA in the intestine, and also provides guidance for the metabolism of other flavonoid glycosides. |
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issn | 1878-5352 |
language | English |
last_indexed | 2024-03-13T05:29:41Z |
publishDate | 2023-08-01 |
publisher | Elsevier |
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series | Arabian Journal of Chemistry |
spelling | doaj.art-a88fce7c35c24534b285be139a1599f22023-06-15T04:55:13ZengElsevierArabian Journal of Chemistry1878-53522023-08-01168105005Study on the biotransformation and activities of three isoflavone glycosides from Radix Astragali by human feces in vitroXin Liu0Jiede Ma1Xianming Lan2Shuying Zhao3Wenzhe Yang4Xue Yang5Yuqing Man6Jiayu Zhang7Shaoping Wang8School of Pharmacy, Binzhou Medical University, Yantai 264003, ChinaDepartment of Pharmacy, Yantai Hospital of Traditional Chinese Medicine, Yantai 264003, ChinaSchool of Pharmacy, Binzhou Medical University, Yantai 264003, ChinaSchool of Pharmacy, Binzhou Medical University, Yantai 264003, ChinaKey Laboratory of Marine Drugs of Ministry of Education, School of Medicine and Pharmacy, Ocean University of China, Qingdao 266003, ChinaKey Laboratory of Marine Drugs of Ministry of Education, School of Medicine and Pharmacy, Ocean University of China, Qingdao 266003, ChinaSchool of Pharmacy, Binzhou Medical University, Yantai 264003, China; Department of Pharmacy, Affiliated Hospital of Binzhou Medical University, Binzhou 256603, China; Corresponding authors.School of Pharmacy, Binzhou Medical University, Yantai 264003, China; Corresponding authors.School of Pharmacy, Binzhou Medical University, Yantai 264003, China; Corresponding authors.Radix Astragali (RA) is used as a traditional spice and food additive, and it is also rich in isoflavone glycosides, including calycosin-7-O-glucoside, ononin and genistin, which have beneficial effects against inflammation and oxidative stress. However, most isoflavone glycosides are hydrolyzed to other metabolites by intestinal bacteria before absorbed into the body. In this study, the levels of the above three isoflavone glycosides and their aglycones in 12 RAs from different regions were analyzed by high performance liquid chromatograph (HPLC). Then, the metabolites of the three isoflavone glycosides transformed by human feces at different times were quantified by HPLC and identified by ultra-high performance liquid chromatograph coupled with high resolution mass spectrometer (UHPLC-HRMS) and nuclear magnetic resonance hydrogen spectrum (1H-NMR). Furthermore, the anti-inflammatory and antioxidant activities of the metabolites were evaluated and the possible mechanism was analyzed by network pharmacology. As a result, a total of 18 metabolites were identified and the metabolic profiles were constructed. Among them, 4 metabolites, including 3′,4′,7-trihydroxyisoflavone, pratensein, dihydrogenistein and daidzein, were separated and identified, of which the metabolic process of pratensein was discovered for the first time. The anti-inflammatory and antioxidant activity results and network pharmacology analysis showed that there was a close relationship between the activities and the metabolic profiles, especially the formation of aglycones. This study is of significance to reveal the metabolic process of the isoflavones of RA in the intestine, and also provides guidance for the metabolism of other flavonoid glycosides.http://www.sciencedirect.com/science/article/pii/S1878535223004677Radix AstragaliIsoflavone glycosideHuman fecesAnti-inflammatoryAntioxidantNetwork pharmacology |
spellingShingle | Xin Liu Jiede Ma Xianming Lan Shuying Zhao Wenzhe Yang Xue Yang Yuqing Man Jiayu Zhang Shaoping Wang Study on the biotransformation and activities of three isoflavone glycosides from Radix Astragali by human feces in vitro Arabian Journal of Chemistry Radix Astragali Isoflavone glycoside Human feces Anti-inflammatory Antioxidant Network pharmacology |
title | Study on the biotransformation and activities of three isoflavone glycosides from Radix Astragali by human feces in vitro |
title_full | Study on the biotransformation and activities of three isoflavone glycosides from Radix Astragali by human feces in vitro |
title_fullStr | Study on the biotransformation and activities of three isoflavone glycosides from Radix Astragali by human feces in vitro |
title_full_unstemmed | Study on the biotransformation and activities of three isoflavone glycosides from Radix Astragali by human feces in vitro |
title_short | Study on the biotransformation and activities of three isoflavone glycosides from Radix Astragali by human feces in vitro |
title_sort | study on the biotransformation and activities of three isoflavone glycosides from radix astragali by human feces in vitro |
topic | Radix Astragali Isoflavone glycoside Human feces Anti-inflammatory Antioxidant Network pharmacology |
url | http://www.sciencedirect.com/science/article/pii/S1878535223004677 |
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