Structural identification and antioxidative activity evaluation of flaxseed lignan macromolecules: structure-activity correlation
Flaxseed lignan macromolecules (FLM) are a class of important secondary metabolites in flaxseed, which have been widely concerned due to their biological and pharmacological properties, especially for their antioxidative activity. For the composition and structure of FLM, our results confirmed that...
Saved in:
| Main Authors: | , , , , , , , , , |
|---|---|
| Format: | Article |
| Language: | English |
| Published: |
Tsinghua University Press
2024-11-01
|
| Series: | Food Science and Human Wellness |
| Subjects: | |
| Online Access: | https://www.sciopen.com/article/10.26599/FSHW.2023.9250009 |
| Tags: |
Add Tag
No Tags, Be the first to tag this record!
|
| _version_ | 1841550132725678080 |
|---|---|
| author | Chen Cheng Lei Wang Xiao Yu Fenghong Huang Jing Yang Fang Geng Xiaoyang Xia Xia Xiang Shufang Xu Qianchun Deng |
| author_facet | Chen Cheng Lei Wang Xiao Yu Fenghong Huang Jing Yang Fang Geng Xiaoyang Xia Xia Xiang Shufang Xu Qianchun Deng |
| author_sort | Chen Cheng |
| collection | DOAJ |
| description | Flaxseed lignan macromolecules (FLM) are a class of important secondary metabolites in flaxseed, which have been widely concerned due to their biological and pharmacological properties, especially for their antioxidative activity. For the composition and structure of FLM, our results confirmed that ferulic acid glycoside (FerAG) was directly ester-linked with herbacetin diglucoside (HDG) or pinoresinol diglucoside (PDG), which might determine the beginning of FLM biosynthesis. Additionally, p-coumaric acid glycoside (CouAG) might determine the end of chain extension during FLM synthesis in flaxseed. FLM exhibited higher antioxidative activity in polar systems, as shown by its superior 1,1-diphenyl-2-picrylhydrazyl (DPPH) free radical scavenging capacity compared to the 2,2’-azinobis(3-ehtylbenzothiazolin-6-sulfnic acid) (ABTS) cation free radical scavenging capacity in non-polar systems. Moreover, the antioxidative activity of FLM was found to be highly dependent on its composition and structure. In particular, it was positively correlated with the number of phenolic hydroxyl groups (longer FLM chains) and inversely related to the steric hindrance at the ends (lower levels of FerAG and CouAG). These findings verified the potential application of FLM in non-polar systems, particularly in functional food emulsions. |
| format | Article |
| id | doaj-art-b49449c5daa94528a35a261ca6dfedb0 |
| institution | Kabale University |
| issn | 2097-0765 2213-4530 |
| language | English |
| publishDate | 2024-11-01 |
| publisher | Tsinghua University Press |
| record_format | Article |
| series | Food Science and Human Wellness |
| spelling | doaj-art-b49449c5daa94528a35a261ca6dfedb02025-01-10T06:57:02ZengTsinghua University PressFood Science and Human Wellness2097-07652213-45302024-11-011363224323510.26599/FSHW.2023.9250009Structural identification and antioxidative activity evaluation of flaxseed lignan macromolecules: structure-activity correlationChen Cheng0Lei Wang1Xiao Yu2Fenghong Huang3Jing Yang4Fang Geng5Xiaoyang Xia6Xia Xiang7Shufang Xu8Qianchun Deng9Oil Crops Research Institute of the Chinese Academy of Agricultural Sciences, Oil Crops and Lipids Process Technology National & Local Joint Engineering Laboratory, Hubei Key Laboratory of Lipid Chemistry and Nutrition, and Key Laboratory of Oilseeds Processing, Ministry of Agriculture and Rural Affairs, Wuhan 430062, ChinaOil Crops Research Institute of the Chinese Academy of Agricultural Sciences, Oil Crops and Lipids Process Technology National & Local Joint Engineering Laboratory, Hubei Key Laboratory of Lipid Chemistry and Nutrition, and Key Laboratory of Oilseeds Processing, Ministry of Agriculture and Rural Affairs, Wuhan 430062, ChinaOil Crops Research Institute of the Chinese Academy of Agricultural Sciences, Oil Crops and Lipids Process Technology National & Local Joint Engineering Laboratory, Hubei Key Laboratory of Lipid Chemistry and Nutrition, and Key Laboratory of Oilseeds Processing, Ministry of Agriculture and Rural Affairs, Wuhan 430062, ChinaOil Crops Research Institute of the Chinese Academy of Agricultural Sciences, Oil Crops and Lipids Process Technology National & Local Joint Engineering Laboratory, Hubei Key Laboratory of Lipid Chemistry and Nutrition, and Key Laboratory of Oilseeds Processing, Ministry of Agriculture and Rural Affairs, Wuhan 430062, ChinaOil Crops Research Institute of the Chinese Academy of Agricultural Sciences, Oil Crops and Lipids Process Technology National & Local Joint Engineering Laboratory, Hubei Key Laboratory of Lipid Chemistry and Nutrition, and Key Laboratory of Oilseeds Processing, Ministry of Agriculture and Rural Affairs, Wuhan 430062, ChinaKey Laboratory of Coarse Cereal Processing (Ministry of Agriculture and Rural Affairs), School of Food and Biological Engineering, Chengdu University, Chengdu 610106, ChinaOil Crops Research Institute of the Chinese Academy of Agricultural Sciences, Oil Crops and Lipids Process Technology National & Local Joint Engineering Laboratory, Hubei Key Laboratory of Lipid Chemistry and Nutrition, and Key Laboratory of Oilseeds Processing, Ministry of Agriculture and Rural Affairs, Wuhan 430062, ChinaOil Crops Research Institute of the Chinese Academy of Agricultural Sciences, Oil Crops and Lipids Process Technology National & Local Joint Engineering Laboratory, Hubei Key Laboratory of Lipid Chemistry and Nutrition, and Key Laboratory of Oilseeds Processing, Ministry of Agriculture and Rural Affairs, Wuhan 430062, ChinaClinical Nutrition Department, the Central Hospital of Wuhan, Tongji Medical College, Huazhong University of Science and Technology, Wuhan 430014, ChinaOil Crops Research Institute of the Chinese Academy of Agricultural Sciences, Oil Crops and Lipids Process Technology National & Local Joint Engineering Laboratory, Hubei Key Laboratory of Lipid Chemistry and Nutrition, and Key Laboratory of Oilseeds Processing, Ministry of Agriculture and Rural Affairs, Wuhan 430062, ChinaFlaxseed lignan macromolecules (FLM) are a class of important secondary metabolites in flaxseed, which have been widely concerned due to their biological and pharmacological properties, especially for their antioxidative activity. For the composition and structure of FLM, our results confirmed that ferulic acid glycoside (FerAG) was directly ester-linked with herbacetin diglucoside (HDG) or pinoresinol diglucoside (PDG), which might determine the beginning of FLM biosynthesis. Additionally, p-coumaric acid glycoside (CouAG) might determine the end of chain extension during FLM synthesis in flaxseed. FLM exhibited higher antioxidative activity in polar systems, as shown by its superior 1,1-diphenyl-2-picrylhydrazyl (DPPH) free radical scavenging capacity compared to the 2,2’-azinobis(3-ehtylbenzothiazolin-6-sulfnic acid) (ABTS) cation free radical scavenging capacity in non-polar systems. Moreover, the antioxidative activity of FLM was found to be highly dependent on its composition and structure. In particular, it was positively correlated with the number of phenolic hydroxyl groups (longer FLM chains) and inversely related to the steric hindrance at the ends (lower levels of FerAG and CouAG). These findings verified the potential application of FLM in non-polar systems, particularly in functional food emulsions.https://www.sciopen.com/article/10.26599/FSHW.2023.9250009flaxseed lignan macromoleculescomposition structureantioxidative activitystructure-activitycorrelation |
| spellingShingle | Chen Cheng Lei Wang Xiao Yu Fenghong Huang Jing Yang Fang Geng Xiaoyang Xia Xia Xiang Shufang Xu Qianchun Deng Structural identification and antioxidative activity evaluation of flaxseed lignan macromolecules: structure-activity correlation Food Science and Human Wellness flaxseed lignan macromolecules composition structure antioxidative activity structure-activity correlation |
| title | Structural identification and antioxidative activity evaluation of flaxseed lignan macromolecules: structure-activity correlation |
| title_full | Structural identification and antioxidative activity evaluation of flaxseed lignan macromolecules: structure-activity correlation |
| title_fullStr | Structural identification and antioxidative activity evaluation of flaxseed lignan macromolecules: structure-activity correlation |
| title_full_unstemmed | Structural identification and antioxidative activity evaluation of flaxseed lignan macromolecules: structure-activity correlation |
| title_short | Structural identification and antioxidative activity evaluation of flaxseed lignan macromolecules: structure-activity correlation |
| title_sort | structural identification and antioxidative activity evaluation of flaxseed lignan macromolecules structure activity correlation |
| topic | flaxseed lignan macromolecules composition structure antioxidative activity structure-activity correlation |
| url | https://www.sciopen.com/article/10.26599/FSHW.2023.9250009 |
| work_keys_str_mv | AT chencheng structuralidentificationandantioxidativeactivityevaluationofflaxseedlignanmacromoleculesstructureactivitycorrelation AT leiwang structuralidentificationandantioxidativeactivityevaluationofflaxseedlignanmacromoleculesstructureactivitycorrelation AT xiaoyu structuralidentificationandantioxidativeactivityevaluationofflaxseedlignanmacromoleculesstructureactivitycorrelation AT fenghonghuang structuralidentificationandantioxidativeactivityevaluationofflaxseedlignanmacromoleculesstructureactivitycorrelation AT jingyang structuralidentificationandantioxidativeactivityevaluationofflaxseedlignanmacromoleculesstructureactivitycorrelation AT fanggeng structuralidentificationandantioxidativeactivityevaluationofflaxseedlignanmacromoleculesstructureactivitycorrelation AT xiaoyangxia structuralidentificationandantioxidativeactivityevaluationofflaxseedlignanmacromoleculesstructureactivitycorrelation AT xiaxiang structuralidentificationandantioxidativeactivityevaluationofflaxseedlignanmacromoleculesstructureactivitycorrelation AT shufangxu structuralidentificationandantioxidativeactivityevaluationofflaxseedlignanmacromoleculesstructureactivitycorrelation AT qianchundeng structuralidentificationandantioxidativeactivityevaluationofflaxseedlignanmacromoleculesstructureactivitycorrelation |