引用本文:
段志芳, 邵玲. 含水杨醛席夫碱结构的黄酮衍生物的固相合成与抗氧化及抗菌活性[J]. 应用化学,
2015, 32(9): 1005-1013.
doi:
10.11944/j.issn.1000-0518.2015.09.150032
Citation: DUAN Zhifang, SHAO Ling. Solid Phase Synthesis and Biological Activity of Flavone Derivatives Containing Salicylidene Schiff Bases[J]. Chinese Journal of Applied Chemistry, 2015, 32(9): 1005-1013. doi: 10.11944/j.issn.1000-0518.2015.09.150032
Citation: DUAN Zhifang, SHAO Ling. Solid Phase Synthesis and Biological Activity of Flavone Derivatives Containing Salicylidene Schiff Bases[J]. Chinese Journal of Applied Chemistry, 2015, 32(9): 1005-1013. doi: 10.11944/j.issn.1000-0518.2015.09.150032
含水杨醛席夫碱结构的黄酮衍生物的固相合成与抗氧化及抗菌活性
摘要:
7-溴乙氧基黄酮与水杨醛固相反应得到7-邻甲醛基苯氧乙氧基黄酮,该化合物分别与N4-取代苯氨基脲类、N4-取代氨基硫脲类及取代苯亚氨基乙酰肼类化合物固相研磨反应得到3种类型共14个含水杨醛席夫碱结构的黄酮衍生物。用红外(IR)、核磁共振氢谱(1H NMR)、质谱(ESI-MS)及元素分析(EA)或高分辨质谱(HR-MS)等技术手段对化合物的结构进行了确证。比较测定了这些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,并对化合物进行了抗菌活性测定,结果表明,在0.5 g/L浓度时,多数化合物具有抗氧化活性,表现出较好的抑菌活性,其中尤以化合物3b表现出与氯霉素相当的抗菌活性。
English
Solid Phase Synthesis and Biological Activity of Flavone Derivatives Containing Salicylidene Schiff Bases
Abstract:
The 7-o-formylphenoxy ethoxy flavone was obtained from salicylaldehyde and 7-bromoethoxy flavones by solid phase synthetic method.Then fourteen flavone derivatives containing salicylidene Schiff bases were synthesized by the solid phase condensation reaction of 7-salicylidene ethoxy flavone with substituted N4-substituted semicarbazides,N4-substituted thiosemicarbazides and N-phenylglycine hydrazides.These new compounds were characterized by IR,1H NMR,ESI-MS and EA or HR-MS.Their scavenging effects on the superoxide radical (O2-·),hydroxyl radical (·OH) and DPPH·radical and their total reduction activities as well as the antimicrobial activities in vitro were evaluated.At 0.5 g/L concentration,most of the title compounds exhibit antioxidation effects and relatively antibacterial activity.Among them,the antibacterial activity of compound 3b is comparable to that of the control drug chloramphenicol.
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Key words:
- salicylidene schiff bases
- / flavone
- / solid phase synthesis
- / antioxidation
- / antibacterial
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