Premium
Experimental and molecular docking investigation on DNA interaction of N ‐substituted phthalimides: antibacterial, antioxidant and hemolytic activities
Author(s) -
Nayab Pattan Sirajuddin,
Irfan Mohammad,
Abid Mohammad,
Pulaganti Madhusudana,
Nagaraju Chinthakunta,
Chitta Suresh Kumar
Publication year - 2017
Publication title -
luminescence
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.428
H-Index - 45
eISSN - 1522-7243
pISSN - 1522-7235
DOI - 10.1002/bio.3178
Subject(s) - chemistry , dpph , antioxidant , ascorbic acid , hemolysis , docking (animal) , antibacterial activity , escherichia coli , dna , molecule , phthalimide , biochemistry , combinatorial chemistry , nuclear chemistry , organic chemistry , bacteria , biology , medicine , genetics , food science , nursing , gene , immunology
A series of Schiff base molecules derived from a phthalimide scaffold was investigated as efficient antibacterial, antioxidant and DNA‐interacting agents. The spectroscopic characterization of these derivatives was studied in detail using elemental analysis and spectroscopic techniques. The DNA‐binding profile of title molecules against Ct‐DNA (calf thymus) was investigated by absorbance, fluorescence, hydrodynamics and thermal denaturation investigations. The bacterial inhibition potential of these molecules was investigated against Escherichia coli and Staphylococcus aureus. Molecule 3c emerged as the most active against S. aureus (IC 50 : 14.8 μg/mL), whereas compounds 3a and 3b displayed potential antibacterial activities against E. coli (IC 50 : 49.7 and 67.6 μg/mL). Molecular docking studies of these compounds against GlcN‐6‐P synthase were carried out to rationalize antibacterial efficiency of these molecules. These newly synthesized molecules were screened for their scavenging capacity against 2,2‐diphenyl‐1‐picryl‐hydrazyl (DPPH) and H 2 O 2 free radicals and the results were compared with ascorbic acid as synthetic antioxidant. The title molecules 3a, 3b and 3e showed less than 20% hemolysis, which indicated their significant non‐toxic behavior.