Solid Phase Synthesis and Biological Activity of Flavone Derivatives Containing Salicylidene Schiff Bases

doi:10.11944/j.issn.1000-0518.2015.09.150032

Chinese Journal of Applied Chemistry ›› 2015, Vol. 32 ›› Issue (9): 1005-1013.DOI: 10.11944/j.issn.1000-0518.2015.09.150032

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Solid Phase Synthesis and Biological Activity of Flavone Derivatives Containing Salicylidene Schiff Bases

DUAN Zhifang^a^b^*(),SHAO Ling^a

^aCollege of Life Science
^bBiopharmaceutical Research and Development Center,Zhaoqing University,Zhaoqing,Guangdong 526061,China

Received:2015-01-26 Accepted:2015-04-16 Published:2015-08-31 Online:2015-08-31
Contact: DUAN Zhifang
Supported by:
Supported by the Innovative Technology Foundation of Zhaoqing City(No.2012G25)

Abstract

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.

Key words: salicylidene schiff bases, flavone, solid phase synthesis, antioxidation, antibacterial

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.

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Solid Phase Synthesis and Biological Activity of Flavone Derivatives Containing Salicylidene Schiff Bases

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