Synthesis, antimicrobial activity studies and molecular property predictions of schiff bases derived from ortho-vanillin

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Berk B., Ertaş M., Biltekin S. N.

Acta Pharmaceutica Sciencia, vol.55, no.1, pp.83-96, 2017 (Scopus) identifier

  • Publication Type: Article / Article
  • Volume: 55 Issue: 1
  • Publication Date: 2017
  • Doi Number: 10.23893/1307-2080.aps.0556
  • Journal Name: Acta Pharmaceutica Sciencia
  • Journal Indexes: Scopus
  • Page Numbers: pp.83-96
  • Keywords: Antifungal, Candida albicans, In silico, Molecular properties, Schiff bases
  • Istanbul Medipol University Affiliated: Yes


Schiff bases are known to possess anticancer, antibacterial, antifungal, antitubercular, anti-inflammatory, antibacterial and antimalarial properties. At the same time, in recent years, prediction of drug-likeness, molecular, absorption, distribution, metabolism, and excretion (ADME) properties using in silico techniques has become a standard procedure for the evaluation of clinical usable molecules. In this study, Schiff base structured 2-methoxy-6-{[(2-alkyl/arylethyl)imino]methyl}phe-nol derivatives were synthesized from 3-methoxysalicylaldehyde (o-vanillin). The antibacterial and antifungal activities of these compounds were determined against Staphylococcus aureus, Escherichia coli, Candida albicans and Pseudomonas aeruginosa using agar-well diffusion and broth microdilution techniques. Further analysis was conducted using the in silico technique to predict the drug-likeness, molecular and ADME properties of these molecules. Among all the compounds, 2-{[(4-fluorophenethyl)imino]methyl}-6-methoxyphenol (Compound 9) exhibited the highest activity with good minimum inhibition concentration and radius of inhibition zone values against Candida albicans.