FOOD SCIENCE

Previous Articles     Next Articles

Synthesis and Antimicrobial Activity of Novel cis/trans-But-2-Enedioic Acid Esters Containing a Hydroxybenzoic Acid Methyl Ester Moiety

MA Yan-long, ZHOU Ru-jin, ZENG Xing-ye, QIU Song-shan, NIE Li-jun   

  1. 1. School of Biological and Chemical Engineering, Jiangsu University of Science and Technology, Zhenjiang 212003, China;
    2. College of Chemical Engineering, Guangdong University of Petrochemical Technology, Maoming 525000, China
  • Online:2014-09-15 Published:2014-09-12

Abstract:

Six novel cis/trans-but-2-enedioic acid esters containing a hydroxybenzoic acid methyl ester moiety were
synthesized as potential food preservatives, aiming to discover the new bioactive molecules that can kill food-related
bacteria and fungi, and their structures were characterized by liquid chromatography-mass spectrometry (LC-MS), nuclear
magnetic resonance (NMR) and elemental analysis. The antimicrobial activity assays in vitro showed that these compounds
had strong bioactivity against all eight microorganisms tested. Among the most promising antibacterial and antifungal
compounds, 4-(methoxycarbonyl) phenyl methyl fumarate (4a) showed the best antimicrobial activity, and it was effective
against S. cerevisiae, A. flavus and P. chrysogenum with minimal inhibition concentration (MIC) of 25, 37.5 and 37.5 μg/mL,
respectively.

Key words: cis/trans-but-2-enedioic acid esters, synthesis, antimicrobial activity

CLC Number: