Patología Vascular Cerebral, Instituto Nacional de Neurología y Neurocirugía Manuel Velasco Suárez, México DF, Mexico.
J Phys Chem B. 2011 Nov 17;115(45):13408-17. doi: 10.1021/jp208233f. Epub 2011 Oct 26.
S-Allylcysteine (SAC) is the most abundant compound in aged garlic extracts, and its antioxidant properties have been demonstrated. It is known that SAC is able to scavenge different reactive species including hydroxyl radical (•OH), although its potential ability to scavenge peroxyl radical (ROO•) has not been explored. In this work the ability of SAC to scavenge ROO• was evaluated, as well as the role of the allyl group (-S-CH(2)-CH═CH(2)) in its free radical scavenging activity. Two derived compounds of SAC were prepared: S-benzylcysteine (SBC) and S-propylcysteine (SPC). Their abilities to scavenge •OH and ROO• were measured. A computational analysis was performed to elucidate the mechanism by which these compounds scavenge •OH and ROO•. SAC was able to scavenge •OH and ROO•, in a concentration-dependent way. Such activity was significantly ameliorated when the allyl group was replaced by benzyl or propyl groups. It was shown for the first time that SAC is able to scavenge ROO•.
S-烯丙半胱氨酸（SAC）是陈年大蒜提取物中含量最丰富的化合物，其抗氧化特性已得到证实。已知 SAC 能够清除包括羟基自由基（•OH）在内的不同活性物质，尽管其清除过氧自由基（ROO•）的潜在能力尚未得到探索。在这项工作中，评估了 SAC 清除 ROO•的能力，以及烯丙基（-S-CH(2)-CH═CH(2)）在其自由基清除活性中的作用。制备了 SAC 的两种衍生化合物：S-苄基半胱氨酸（SBC）和 S-丙基半胱氨酸（SPC）。测量了它们清除•OH 和 ROO•的能力。进行了计算分析，以阐明这些化合物清除•OH 和 ROO•的机制。SAC 能够以浓度依赖的方式清除•OH 和 ROO•。当烯丙基被苄基或丙基取代时，这种活性得到显著改善。这是首次表明 SAC 能够清除 ROO•。
