Synthesis, antioxidant and antimicrobial evaluation of simple aromatic esters of ferulic acid

Ergun B., ÇOBAN T., Onurdag F. K., BANOĞLU E.

Archives of Pharmacal Research, vol.34, no.8, pp.1251-1261, 2011 (SCI-Expanded) identifier identifier identifier

  • Publication Type: Article / Article
  • Volume: 34 Issue: 8
  • Publication Date: 2011
  • Doi Number: 10.1007/s12272-011-0803-y
  • Journal Name: Archives of Pharmacal Research
  • Journal Indexes: Science Citation Index Expanded (SCI-EXPANDED), Scopus
  • Page Numbers: pp.1251-1261
  • Keywords: Ferulic acid, DPPH, Superoxide, Antimicrobial, Biofilm, CALGARY BIOFILM DEVICE, STAPHYLOCOCCUS-AUREUS, BACTERIAL BIOFILMS, PHORBOL ESTER, ALKYL ESTERS, SUSCEPTIBILITY, DERIVATIVES, RESPONSES, EXTRACTS
  • Gazi University Affiliated: Yes

Abstract

Aromatic ester derivatives of ferulic acid where the phenolic hydroxyl is free (6a-d) or acetylated (5a-d) were evaluated for their antioxidant and antimicrobial properties. The superoxide radical scavenging capacity of compounds 5d and 6d-e (IC 50 of 0.19, 0.27 and 0.20 mM, respectively) was found to be twice as active as a-tocopherol (IC 50 = 0.51 mM). DPPH radical scavenging capacity was moderate and only found in compounds bearing free phenolic hydroxyl groups (6a-e). With regard to antimicrobial properties, compounds 6b and 6c displayed significant activity against Enterococcus faecalis (MICs = 16 μg/mL) and vancomycin-resistant E. faecalis (MIC for 6b, 32 and for 6c, 16 μg/mL). Compound 6c also demonstrated prominent activity against planktonic Staphylococcus aureus with a MIC value of <8 μg/mL and it inhibited bacterial biofilm formation by S. aureus with a MBEC value of <8 μg/mL, which was 64 and 128 times more potent than ofloxacin and vancomycin, respectively.