Chambers Christopher S, Biedermann David, Valentová Kateřina, Petrásková Lucie, Viktorová Jitka, Kuzma Marek, Křen Vladimír
Laboratory of Biotransformation, Institute of Microbiology of the Czech Academy of Sciences, Vídeňská 1083, 14220 Prague, Czech Republic.
Department of Biochemistry and Microbiology, University of Chemistry and Technology, Technická 5, 16628 Prague, Czech Republic.
Antioxidants (Basel). 2019 Jul 23;8(7):236. doi: 10.3390/antiox8070236.
Antioxidants protect the structural and functional components in organisms against oxidative stress. Most antioxidants are of plant origin as the plants are permanently exposed to oxidative stress (UV radiation, photosynthetic reactions). Both carotenoids and flavonoids are prominent antioxidant and anti-radical agents often occurring together in the plant tissues and acting in lipophilic and hydrophilic milieu, respectively. They are complementary in their anti-radical activity. This study describes the synthesis of a series of hybrid ester conjugates of retinoic acid with various flavonolignans, such as silybin, 2,3-dehydrosilybin and isosilybin. Antioxidant/anti-radical activities and bio-physical properties of novel covalent carotenoid-flavonoid hybrids, as well as various mixtures of the respective parent components, were investigated. Retinoyl conjugates with silybin-which is the most important flavonolignan in silymarin complex-(and its pure diastereomers) displayed better 1,1-diphenyl-2-picrylhydrazyl (DPPH) radical scavenging activity than both the parent compounds and their equimolar mixtures.
抗氧化剂可保护生物体中的结构和功能成分免受氧化应激的影响。大多数抗氧化剂源自植物，因为植物长期暴露于氧化应激（紫外线辐射、光合作用反应）之下。类胡萝卜素和黄酮类化合物都是重要的抗氧化剂和抗自由基剂，它们经常共同存在于植物组织中，分别在亲脂性和亲水性环境中发挥作用。它们在抗自由基活性方面具有互补性。本研究描述了一系列视黄酸与各种黄酮木脂素（如水飞蓟宾、2,3-脱氢水飞蓟宾和异水飞蓟宾）的杂合酯共轭物的合成。研究了新型共价类胡萝卜素 - 黄酮类化合物杂化物以及各自母体成分的各种混合物的抗氧化/抗自由基活性和生物物理性质。与水飞蓟宾（水飞蓟素复合物中最重要的黄酮木脂素）及其纯非对映异构体形成的视黄酰共轭物，其1,1-二苯基-2-苦基肼（DPPH）自由基清除活性比母体化合物及其等摩尔混合物都要好。
