The design, synthesis, antioxidant, and antihypoxia activities of two new hydroxydaidzein derivatives. Issue 5 (October 2022)

• Record Type: Journal Article
• Authors: Da, Qingyue; Shao, Jin; Zhang, Pengpeng; Zhang, Jie; Ma, Huiping; Jing, Linlin
• Is Part Of: Journal of chemical research. Volume 46:Issue 5(2022)
• Publication Date: 2022-10
• Subjects: 6, 7, 8, 3', 4', 5'-hexahydroxyisoflavone -- 7, 8, 3', 4', 5'-pentahydroxyisoflavone -- antihypoxia activity -- antioxidant activity -- synthesis; Chemistry -- Research -- Periodicals; Chemistry -- Periodicals; 540.5
• DOI: 10.1177/17475198221131528
• Languages: English
• ISSNs: 1747-5198

Abstract

7, 8, 3', 4', 5'-Pentahydroxyisoflavone (8, 3', 5'-trihydroxydaidzein) and 6, 7, 8, 3', 4', 5'-hexahydroxyisoflavone (6, 8, 3', 5'-tetrahydroxydaidzein) are synthesized via a simple and effective method using commercially available daidzein as a raw material. Their structures are confirmed using spectroscopic analyses (infrared, nuclear magnetic resonance, and mass spectrometry), and their purities are determined by high-performance liquid chromatography. The antioxidant capacities are investigated by utilizing 1, 1-diphenyl-2-picryl-hydrazyl radical scavenging, superoxide radical scavenging, nitric oxide radical scavenging, reducing power, and phosphomolybdenum assays. The antihypoxia activity is examined using a hypoxia-induced PC12 cell injury model. The antioxidant and antihypoxia abilities of 8, 3', 5'-trihydroxydaidzein and 6, 8, 3', 5'-tetrahydroxydaidzein are greatly improved in comparison with daidzein. These results indicate that 8, 3', 5'-trihydroxydaidzein and 6, 8, 3', 5'-tetrahydroxydaidzein are excellent antioxidant agents and can be used for alleviating injury induced by hypoxia.