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

Radical-scavenging activities of marine-derived xyloketals and related chromanes
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海洋来源的木缩酮和相关色满的自由基清除活性

DOI:
10.1016/j.apsb.2013.06.008
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发表时间:
2013-09
影响因子:
14.5
通讯作者:
Jiyan Pang
Jiyan Pang
中科院分区:
化学1区
文献类型:
--
作者:
Yiying Li;Shichang Li;Yongcheng Lin;Jiyan Pang

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木酮是一种从海洋红树林真菌中提取的新型抗氧化剂,具有潜在的药理作用。本文采用吸收光谱法测定了一系列合成的木酮及相关色胺对2,2-二苯基-1-吡啶肼(DPPH)和2,2 ' -氮基-双(3-乙基苯并噻唑-6-磺酸)(ABTS)自由基的清除活性。其中化合物化合物(化合物10)对DPPH和ABTS具有显著的抗氧化作用。结构活性分析表明,这些化合物上的活性位点与羟基相关,也与酮或芳香族取代基相关。部分基于化合物10的密度泛函理论(DFT)计算,推断该铬的抗氧化机制可能是通过序向质子损失电子转移(SPLET)过程清除自由基。
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 (compound10) 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 compound10, the antioxidant mechanism of this chromane was deduced as a possible radical-scavenging mechanism by a sequential proton loss electron-transfer (SPLET) process.
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