Radical-scavenging activities of marine-derived xyloketals and related chromanes
Xyloketals, a new type of antioxidants from a marine mangrove fungus, have potential pharmacological properties. In this paper, the radical-scavenging activities of a series of synthetic xyloketals and related chromanes toward 2,2-diphenyl-1-picrylhydrazyl (DPPH) and 2,2′-azino-bis(3-ethylbenzothiaz...
| Main Authors: | , , , , , , |
|---|---|
| Format: | Article |
| Language: | English |
| Published: |
Elsevier
2013-09-01
|
| Series: | Acta Pharmaceutica Sinica B |
| Subjects: | |
| Online Access: | http://www.sciencedirect.com/science/article/pii/S2211383513000658 |
| _version_ | 1817998157199441920 |
|---|---|
| author | Zhongliang Xu Bingtai Lu Qi Xiang Yiying Li Shichang Li Yongcheng Lin Jiyan Pang |
| author_facet | Zhongliang Xu Bingtai Lu Qi Xiang Yiying Li Shichang Li Yongcheng Lin Jiyan Pang |
| author_sort | Zhongliang Xu |
| collection | DOAJ |
| description | Xyloketals, a new type of antioxidants from a marine mangrove fungus, have potential pharmacological properties. In this paper, the radical-scavenging activities of a series of synthetic xyloketals and related chromanes toward 2,2-diphenyl-1-picrylhydrazyl (DPPH) and 2,2′-azino-bis(3-ethylbenzothiazoline-6-sulfonic acid) (ABTS) were evaluated by absorption spectrometry. One of the compounds (compound 10) displayed significant antioxidative action against DPPH and ABTS. A structure-activity analysis showed that the reactive sites on these compounds correlated with a hydroxy-group and also with ketal or aromatic H substituents. Based in part on a density functional theory (DFT) calculation of compound 10, the antioxidant mechanism of this chromane was deduced as a possible radical-scavenging mechanism by a sequential proton loss electron-transfer (SPLET) process. |
| first_indexed | 2024-04-14T02:49:27Z |
| format | Article |
| id | doaj.art-bdf1e456dc654dcb8752d3323ef71913 |
| institution | Directory Open Access Journal |
| issn | 2211-3835 2211-3843 |
| language | English |
| last_indexed | 2024-04-14T02:49:27Z |
| publishDate | 2013-09-01 |
| publisher | Elsevier |
| record_format | Article |
| series | Acta Pharmaceutica Sinica B |
| spelling | doaj.art-bdf1e456dc654dcb8752d3323ef719132022-12-22T02:16:22ZengElsevierActa Pharmaceutica Sinica B2211-38352211-38432013-09-013532232710.1016/j.apsb.2013.06.008Radical-scavenging activities of marine-derived xyloketals and related chromanesZhongliang Xu0Bingtai Lu1Qi Xiang2Yiying Li3Shichang Li4Yongcheng Lin5Jiyan Pang6School of Chemistry & Chemical Engineering, Sun Yat-Sen University, Guangzhou 510275, ChinaSchool of Chemistry & Chemical Engineering, Sun Yat-Sen University, Guangzhou 510275, ChinaBiopharmaceutical R&D Center, Jinan University, Guangzhou 510632, ChinaSchool of Chemistry & Chemical Engineering, Sun Yat-Sen University, Guangzhou 510275, ChinaSchool of Chemistry & Chemical Engineering, Sun Yat-Sen University, Guangzhou 510275, ChinaSchool of Chemistry & Chemical Engineering, Sun Yat-Sen University, Guangzhou 510275, ChinaSchool of Chemistry & Chemical Engineering, Sun Yat-Sen University, Guangzhou 510275, ChinaXyloketals, a new type of antioxidants from a marine mangrove fungus, have potential pharmacological properties. In this paper, the radical-scavenging activities of a series of synthetic xyloketals and related chromanes toward 2,2-diphenyl-1-picrylhydrazyl (DPPH) and 2,2′-azino-bis(3-ethylbenzothiazoline-6-sulfonic acid) (ABTS) were evaluated by absorption spectrometry. One of the compounds (compound 10) displayed significant antioxidative action against DPPH and ABTS. A structure-activity analysis showed that the reactive sites on these compounds correlated with a hydroxy-group and also with ketal or aromatic H substituents. Based in part on a density functional theory (DFT) calculation of compound 10, the antioxidant mechanism of this chromane was deduced as a possible radical-scavenging mechanism by a sequential proton loss electron-transfer (SPLET) process.http://www.sciencedirect.com/science/article/pii/S2211383513000658XyloketalsRadical scavenging activitiesDFTSPLET |
| spellingShingle | Zhongliang Xu Bingtai Lu Qi Xiang Yiying Li Shichang Li Yongcheng Lin Jiyan Pang Radical-scavenging activities of marine-derived xyloketals and related chromanes Acta Pharmaceutica Sinica B Xyloketals Radical scavenging activities DFT SPLET |
| title | Radical-scavenging activities of marine-derived xyloketals and related chromanes |
| title_full | Radical-scavenging activities of marine-derived xyloketals and related chromanes |
| title_fullStr | Radical-scavenging activities of marine-derived xyloketals and related chromanes |
| title_full_unstemmed | Radical-scavenging activities of marine-derived xyloketals and related chromanes |
| title_short | Radical-scavenging activities of marine-derived xyloketals and related chromanes |
| title_sort | radical scavenging activities of marine derived xyloketals and related chromanes |
| topic | Xyloketals Radical scavenging activities DFT SPLET |
| url | http://www.sciencedirect.com/science/article/pii/S2211383513000658 |
| work_keys_str_mv | AT zhongliangxu radicalscavengingactivitiesofmarinederivedxyloketalsandrelatedchromanes AT bingtailu radicalscavengingactivitiesofmarinederivedxyloketalsandrelatedchromanes AT qixiang radicalscavengingactivitiesofmarinederivedxyloketalsandrelatedchromanes AT yiyingli radicalscavengingactivitiesofmarinederivedxyloketalsandrelatedchromanes AT shichangli radicalscavengingactivitiesofmarinederivedxyloketalsandrelatedchromanes AT yongchenglin radicalscavengingactivitiesofmarinederivedxyloketalsandrelatedchromanes AT jiyanpang radicalscavengingactivitiesofmarinederivedxyloketalsandrelatedchromanes |