Department of Biological Chemistry, Graduate School of Science, Osaka Metropolitan University, Sakai, 599-8531, Japan; Department of Biological Science, Graduate School of Science, Osaka Prefecture University, Sakai, 599-8531, Japan.
Department of Biological Chemistry, Graduate School of Science, Osaka Metropolitan University, Sakai, 599-8531, Japan.
Redox Biol. 2023 Nov;67:102875. doi: 10.1016/j.redox.2023.102875. Epub 2023 Sep 6.
Higher consumption of broccoli (Brassica oleracea var. italica) is associated with a reduced risk of cardiometabolic diseases, neurological disorders, diabetes, and cancer. Broccoli is rich in various phytochemicals, including glucosinolates, and isothiocyanates. Moreover, it has recently reported the endogenous production of polysulfides, such as cysteine hydropersulfide (CysS2H) and glutathione hydropersulfide (GS2H), in mammals including humans, and that these bioactive substances function as potent antioxidants and important regulators of redox signaling in vivo. However, few studies have focused on the endogenous polysulfide content of broccoli and the impact of germination on the polysulfide content and composition in broccoli. In this study, we investigated the alternations in polysulfide biosynthesis in broccoli during germination by performing untargeted polysulfide omics analysis and quantitative targeted polysulfide metabolomics through liquid chromatography-electrospray ionization-tandem mass spectrometry. We also performed 2,2-diphenyl-1-picrylhydrazyl radical-scavenging assay to determine the antioxidant properties of the polysulfides. The results revealed that the total polysulfide content of broccoli sprouts significantly increased during germination and growth; CysS2H and cysteine hydrotrisulfide were the predominant organic polysulfide metabolites. Furthermore, we determined that novel sulforaphane (SFN) derivatives conjugated with CysS2H and GS2H were endogenously produced in the broccoli sprouts, and the novel SFN conjugated with CysS2H exhibited a greater radical scavenging capacity than SFN and cysteine. These results suggest that the abundance of polysulfides in broccoli sprouts contribute to their health-promoting properties. Our findings have important biological implications for the development of novel pharmacological targets for the health-promoting effects of broccoli sprouts in humans.
食用更多的西兰花（ Brassica oleracea var. italica ）与降低患心血管代谢疾病、神经紊乱、糖尿病和癌症的风险有关。西兰花富含各种植物化学物质，包括硫代葡萄糖苷和异硫氰酸盐。此外，最近有报道称，包括人类在内的哺乳动物内源性产生多硫化物，如半胱氨酸氢过硫化物（CysS2H）和谷胱甘肽氢过硫化物（GS2H），这些生物活性物质在体内作为有效的抗氧化剂和重要的氧化还原信号调节剂发挥作用。然而，很少有研究关注西兰花内源性多硫化物含量以及发芽对西兰花多硫化物含量和组成的影响。在这项研究中，我们通过非靶向多硫化物组学分析和通过液相色谱-电喷雾电离-串联质谱进行定量靶向多硫化物代谢组学分析，研究了发芽过程中西兰花中多硫化物生物合成的变化。我们还进行了 2,2-二苯基-1-苦基肼自由基清除试验，以确定多硫化物的抗氧化特性。结果表明，西兰花芽在发芽和生长过程中总多硫化物含量显著增加；CysS2H 和半胱氨酸氢三硫化物是主要的有机多硫化物代谢物。此外，我们确定了在西兰花芽中内源性产生的新型结合了 CysS2H 和 GS2H 的硫代葡萄糖苷（SFN）衍生物，并且与 CysS2H 结合的新型 SFN 比 SFN 和半胱氨酸具有更大的自由基清除能力。这些结果表明，西兰花芽中多硫化物的丰度有助于其促进健康的特性。我们的发现对开发西兰花芽在人类健康促进作用的新型药理学靶点具有重要的生物学意义。
