• Jayaprakash R
  • Saroj Kumar Sha
  • Hemalatha S
  • Easwaramoorthy D B.S.Abdur Rahman university



Objective: Aim of this work is to synthesize and characterization of the hydroxyl group the hydroxyl group substituted L-phenylalanine Schiff bases
to compare their predicted quantitative structure-activity relationship (QSAR) and molecular docking against Escherichia coli protein ZipA (1s1j)
outcomes with the antibacterial activity and brine shrimp lethal assay (BSLA) results.
Methods: The Schiff bases of L-Phenylalanine were synthesized by the simple condensation reaction using methanol, water in 2:1 ratio at reflux and
were characterized by spectral techniques. QSAR parameters of the Schiff bases were predicted using java-based online and offline tools. Molecular
docking carried through online mcule server and CLC Drug Discovery Workbench 3. Antibacterial activity and toxicity studies were conducted using
broth dilution and brine shrimp lethal assay methods, respectively.
Results: The Schiff bases fulfilled the QSAR drug-likeness parameters and showed the docking score between −6.8 and −6.0 Kcal/mol which are
higher than amoxilicillin and gentamicin like standard drugs. They also possess good inhibition for urinary tract infection causing E. coli bacteria,
and minimum inhibitory concentrations (MIC) exists between 3.25 and 5.25 μg/ml. The brine shrimp lethal concentration for 50% mortality [LC50])
between 58.73 and 135.6 μg/ml.
Conclusion: Para, meta and 2,4 hydroxyl substituted Schiff bases exhibited good inhibition against Gram-negative E. coli bacteria at low concentration
and the MIC exists below the LC50 value. The Schiff base showed high drug score, high docking score, and low toxicity than other Schiff base. Docking
score, high inhibition, low clogP, low MIC
Keywords: L-phenylalanine, Schiff base, Quantitative structure-activity relationship, Docking, Antibacterial, Lethal concentration for 50% mortality.

Author Biography

Easwaramoorthy D, B.S.Abdur Rahman university

head of the department

department of chemistry


still now 8 students were finished Ph.D undert my guidence


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How to Cite

R, J., S. K. Sha, H. S, and E. D. “SYNTHESIS, CHARACTERIZATION, QUANTITATIVE STRUCTURE-ACTIVITY RELATIONSHIP, DOCKING, ANTIBACTERIAL ACTIVITY, AND BRINE SHRIMP LETHAL STUDIES ON L-PHENYLALANINE SCHIFF BASES”. Asian Journal of Pharmaceutical and Clinical Research, vol. 9, no. 9, Dec. 2016, pp. 203-8, doi:10.22159/ajpcr.2016.v9s3.14664.



Original Article(s)