Integrating approach to discover novel bergenin derivatives and phenolics with antioxidant and anti-inflammatory activities from bio-active fraction of Syzygium brachythyrsum
Syzygium brachythyrsum is an important folk medicinal and edible plant in Yunnan ethnic minority community of China, however, little is known about the chemical and bio-active properties. The present study is aimed to identify the bioactive constituents with antioxidant and anti-inflammatory propert...
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Elsevier
2022
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oai:doaj.org-article:c9967849c5a844c9a3546894a91e63142021-11-06T04:24:33ZIntegrating approach to discover novel bergenin derivatives and phenolics with antioxidant and anti-inflammatory activities from bio-active fraction of Syzygium brachythyrsum1878-535210.1016/j.arabjc.2021.103507https://doaj.org/article/c9967849c5a844c9a3546894a91e63142022-01-01T00:00:00Zhttp://www.sciencedirect.com/science/article/pii/S1878535221005220https://doaj.org/toc/1878-5352Syzygium brachythyrsum is an important folk medicinal and edible plant in Yunnan ethnic minority community of China, however, little is known about the chemical and bio-active properties. The present study is aimed to identify the bioactive constituents with antioxidant and anti-inflammatory properties by an integrating approach. First, two new bergenin derivatives, brachythol A (1) and brachythol B (2), together with eleven known phenolic compounds (3–13) were isolated from bioactive fractions by phytochemical method. Among these isolated chemicals, five bergenin derivatives, along with 3 phenolics were found in Syzygium genus for the first time. Then, a further chemical investigation based on ultra-high-performance liquid chromatography-Q Exactive Orbitrap mass spectrometry resulted in a total of 107 compounds characterized in the bio-active fractions, including 50 bergenin derivatives, among which 14 bergenin derivatives and 14 phenolics were potential new natural chemicals. Most of the isolated compounds showed obvious antioxidant activities, while compounds 11, 12, and 13 had favorable performance. Eight compounds (2–5, 7, and 9–11) showed good inhibitory activity on nitric oxide (NO) production in macrophage RAW 264.7 cells. The structure–activity correlation analysis indicated that the antioxidation and anti-inflammatory activities enhanced when bergenin was esterified with gallic acid, caffeic acid or ferulic acid. This is the first report of bergenins in Syzygium genus and the richness in new bio-active bergenins and gallic acid derivatives indicated that Syzygium brachythyrsum is a promising functional and medicinal resource.Jiaqi QiuXuelian ChenPulin LiangLiang ZhangYa XuMingjiong GongXiaohui QiuJing ZhangWen XuElsevierarticleSyzygium brachythyrsumBergenin derivativesAntioxidantAnti-inflammatoryLC-MSChemistryQD1-999ENArabian Journal of Chemistry, Vol 15, Iss 1, Pp 103507- (2022) |
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| topic |
Syzygium brachythyrsum Bergenin derivatives Antioxidant Anti-inflammatory LC-MS Chemistry QD1-999 |
| spellingShingle |
Syzygium brachythyrsum Bergenin derivatives Antioxidant Anti-inflammatory LC-MS Chemistry QD1-999 Jiaqi Qiu Xuelian Chen Pulin Liang Liang Zhang Ya Xu Mingjiong Gong Xiaohui Qiu Jing Zhang Wen Xu Integrating approach to discover novel bergenin derivatives and phenolics with antioxidant and anti-inflammatory activities from bio-active fraction of Syzygium brachythyrsum |
| description |
Syzygium brachythyrsum is an important folk medicinal and edible plant in Yunnan ethnic minority community of China, however, little is known about the chemical and bio-active properties. The present study is aimed to identify the bioactive constituents with antioxidant and anti-inflammatory properties by an integrating approach. First, two new bergenin derivatives, brachythol A (1) and brachythol B (2), together with eleven known phenolic compounds (3–13) were isolated from bioactive fractions by phytochemical method. Among these isolated chemicals, five bergenin derivatives, along with 3 phenolics were found in Syzygium genus for the first time. Then, a further chemical investigation based on ultra-high-performance liquid chromatography-Q Exactive Orbitrap mass spectrometry resulted in a total of 107 compounds characterized in the bio-active fractions, including 50 bergenin derivatives, among which 14 bergenin derivatives and 14 phenolics were potential new natural chemicals. Most of the isolated compounds showed obvious antioxidant activities, while compounds 11, 12, and 13 had favorable performance. Eight compounds (2–5, 7, and 9–11) showed good inhibitory activity on nitric oxide (NO) production in macrophage RAW 264.7 cells. The structure–activity correlation analysis indicated that the antioxidation and anti-inflammatory activities enhanced when bergenin was esterified with gallic acid, caffeic acid or ferulic acid. This is the first report of bergenins in Syzygium genus and the richness in new bio-active bergenins and gallic acid derivatives indicated that Syzygium brachythyrsum is a promising functional and medicinal resource. |
| format |
article |
| author |
Jiaqi Qiu Xuelian Chen Pulin Liang Liang Zhang Ya Xu Mingjiong Gong Xiaohui Qiu Jing Zhang Wen Xu |
| author_facet |
Jiaqi Qiu Xuelian Chen Pulin Liang Liang Zhang Ya Xu Mingjiong Gong Xiaohui Qiu Jing Zhang Wen Xu |
| author_sort |
Jiaqi Qiu |
| title |
Integrating approach to discover novel bergenin derivatives and phenolics with antioxidant and anti-inflammatory activities from bio-active fraction of Syzygium brachythyrsum |
| title_short |
Integrating approach to discover novel bergenin derivatives and phenolics with antioxidant and anti-inflammatory activities from bio-active fraction of Syzygium brachythyrsum |
| title_full |
Integrating approach to discover novel bergenin derivatives and phenolics with antioxidant and anti-inflammatory activities from bio-active fraction of Syzygium brachythyrsum |
| title_fullStr |
Integrating approach to discover novel bergenin derivatives and phenolics with antioxidant and anti-inflammatory activities from bio-active fraction of Syzygium brachythyrsum |
| title_full_unstemmed |
Integrating approach to discover novel bergenin derivatives and phenolics with antioxidant and anti-inflammatory activities from bio-active fraction of Syzygium brachythyrsum |
| title_sort |
integrating approach to discover novel bergenin derivatives and phenolics with antioxidant and anti-inflammatory activities from bio-active fraction of syzygium brachythyrsum |
| publisher |
Elsevier |
| publishDate |
2022 |
| url |
https://doaj.org/article/c9967849c5a844c9a3546894a91e6314 |
| work_keys_str_mv |
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