Radical-scavenging activities of marine-derived xyloketals and related chromanes

作者:Xu, Zhongliang; Lu, Bingtai; Xiang, Qi; Li, Yiying; Li, Shichang; Lin, Yongcheng; Pang, Jiyan*
来源:Acta Pharmaceutica Sinica B, 2013, 3(5): 322-327.
DOI:10.1016/j.apsb.2013.06.005

摘要

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-picrythydrazyl (DPPH) and 2,2'-azino-bis(3ethylbenzothiazoline-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 hydroxygroup and also with ketal or aromatic H suhstituents. Based in part on a density functional theory (DIET) 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.