Synthesis, biological activity and molecular modeling study of new Schiff bases incorporated with indole moiety

• DOI: 10.1515/znc-2017-0025
• Publication Date: 2017-05-19T10:04:17Z
• Authors: Ahmed H. Halawa; Shimaa Mohamed Ab...; Ahmed H. Bedair; Mohamed Shaaban; Marcel Frese; Norbert Sewald; Essam M. Eliwa; Ahmed M. El-Agrody
• Keywords: Moiety; Proton NMR; Docking (animal)

Abstract A new series of heterocyclic Schiff bases 2–9 containing indole moiety were synthesized by facile and efficient condensation indole-3/2/5-carboxaldehyde ( 1a / 1b 1c ) with different aromatic primary amines using conventional and/or microwave irradiation methods. The structures the obtained compounds assigned sophisticated spectroscopic spectrometric techniques (1D-NMR, 2D-NMR MS). screened for their cytotoxicity antibacterial activities. In vitro screening revealed that compound 5 exhibited moderate activity against KB-3-1 cell line (IC 50 =57.7 μM) while 5-indolylimino derivative 7 indicated close to =19.6 in comparison positive control (+)-Griseofulvin =19.2 μM), tested , 6b 9 good or activity. addition, molecular docking study was performed Molecular Operating Environment (MOE 2014.09) program on matrix metalloproteinase-8 (MMP-8) (Protein Data Bank (PDB) ID: 1MNC) an attempt explore mode action as anticancer drugs.