药学学报, 2015, 50(7): 861-867
引用本文:
段志芳, 邵玲, 李赛男. 含1,2,4-三唑结构的黄酮衍生物的合成及抗氧化活性[J]. 药学学报, 2015, 50(7): 861-867.
DUAN Zhi-fang, SHAO Ling, LI Sai-nan. Synthesis and antioxidative activity of flavone derivatives containing 1,2,4-triazole structure[J]. Acta Pharmaceutica Sinica, 2015, 50(7): 861-867.

含1,2,4-三唑结构的黄酮衍生物的合成及抗氧化活性
段志芳1,2, 邵玲1, 李赛男1
1. 肇庆学院 生命科学学院, 广东 肇庆 526061;
2. 肇庆学院 生物医药工程中心, 广东 肇庆 526061
摘要:
分别以7-羟基黄酮、水杨醛、肉桂酸和3-取代-4-氨基-1,2,4-三唑-5-硫酮等为起始原料, 根据活性基团拼合原则, 经多步反应得到3种类型共15个含1,2,4-三唑杂环结构的黄酮类衍生物。用红外、核磁共振氢谱、质谱及元素分析对化合物的结构进行了确证。测定了新化合物清除超氧自由基 (O2-· )、羟自由基 (·OH) 和2,2-二苯基-1-苦味酰基自由基 (DPPH·) 的活性及总还原能力。结果表明, 在0.5 mg·mL-1浓度时, 多数化合物具有抗氧化活性, 其中化合物7-(3-间甲苯基-4-水杨醛亚氨基-1,2,4-三唑-5-硫)乙氧基黄酮 (5e) 对O2-· 抑制作用与对照维生素C相当, 其余化合物活性均弱于维生素C。
关键词:    1,2,4-三唑      黄酮衍生物      合成      抗氧化     
Synthesis and antioxidative activity of flavone derivatives containing 1,2,4-triazole structure
DUAN Zhi-fang1,2, SHAO Ling1, LI Sai-nan1
1. Zhaoqing University, College of Life Science, Zhaoqing 526061, China;
2. Zhaoqing University, Biopharmaceutical Research and Development Center, Zhaoqing 526061, China
Abstract:
Using bioactive compounds 7-hydroxy flavone, salicylaldehyde, cinnamic acid and 4-amino-5-mercapto-1,2,4-triazoles as starting materials, three new types of flavone derivatives containing 1,2,4-triazole structure were synthesized via different step reactions. These new compounds were characterized by 1H NMR, ESI-MS, IR and elemental analysis. Their scavenging effects on the superoxide radical (O2-·), hydroxyl radical (·OH), DPPH· radical and their total reduction activities were tested. The results showed that all of the compounds possessed some antioxidative activity at the concentration of 0.5 mg·mL-1, but the scavenging ability of the target compounds was lower than that of the standard compound Vc.
Key words:    1,2,4-triazole    flavone derivative    synthesis    antioxidation   
收稿日期: 2015-01-28
基金项目: 国家自然科学基金资助项目 (31201142); 肇庆市创新科技基金资助项目 (2012G25).
通讯作者: 段志芳
Email: zhaoqing606@126.com
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