Synthesis, Crystal Structure and Antimicrobial Activities of Novel Aroylhydrazones Containing Barbituric Acid Moiety

doi:10.11944/j.issn.1000-0518.2016.08.150386

Chinese Journal of Applied Chemistry ›› 2016, Vol. 33 ›› Issue (8): 913-922.DOI: 10.11944/j.issn.1000-0518.2016.08.150386

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Synthesis, Crystal Structure and Antimicrobial Activities of Novel Aroylhydrazones Containing Barbituric Acid Moiety

FENG Yang,LI Chuanbi(),ZHAO Liting,LI Jiaqi,WEI Ya'nan

Department of Chemistry,Jilin Normal University,Siping,Jilin 136000,China

Accepted:2016-03-24 Published:2016-07-21 Online:2016-07-21
Contact: LI Chuanbi
Supported by:
Supported by the Foundation of Jilin Provincial Science and Technology Department(No.20140204080)

Abstract

Abstract:

A series of novel acylhydrazone compounds was synthesized by a simple and efficient condensation of 1,3-dimethy-5-formyllbarbituric acids with aryloxy/arylamino acetylhydrazides and nitrogen-containing heterocyclic acetylhydrazides under microwave irradiation. The structures of all new compounds were confirmed by elemental analysis, IR, ¹H NMR, mass spectrometry and single-crystal X-ray diffraction analysis. In vitro antimicrobial activity evaluation results show that some of the target compounds exhibit superior antimicrobial activities compared with ciprofloxacin. Structure-activity relationship analysis shows that when the aryl group is a nitrogen-containing heterocyclic compound, its antibacterial activity is significantly stronger than that of a benzene ring compound. One of target compounds 2t shows the strongest activities against S.Aureus with the minimum inhibitory concentration(MIC) of 0.8 g/L and against E.Coli with the MIC of 1.6 g/L.

Key words: barbituric acid, aryl acetohydrazide, microwave irradiation, crystal structure, antimicrobial activity

FENG Yang, LI Chuanbi, ZHAO Liting, LI Jiaqi, WEI Ya'nan. Synthesis, Crystal Structure and Antimicrobial Activities of Novel Aroylhydrazones Containing Barbituric Acid Moiety[J]. Chinese Journal of Applied Chemistry, 2016, 33(8): 913-922.

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Synthesis, Crystal Structure and Antimicrobial Activities of Novel Aroylhydrazones Containing Barbituric Acid Moiety

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