Source :
Journal of Molecular Structure
Descriptors :
Schiff base ligands , Crystal structure , HSA binding , Molecular docking , Molecular dynamics simulation
Abstract :
Two new o-hydroxy Schiff-bases compounds, L1 and L2, were derived from the 1:1 M condensation of
2,3-dihydroxybenzaldehyde and 2,4-dihydroxybenzaldehyde with tert-butylamine and were characterized
by elemental analysis, FT-IR, 1H and 13C NMR spectroscopies. The crystal structure of L2 was also
determined by single crystal X-ray analysis. The crystal structure of L2 showed that the compound exists
as a zwitterionic form in the solid state, with the H atom of the phenol group being transferred to the
imine N atom. It adopts an E configuration about the central C]N double bond. Furthermore, binding of
these Schiff base ligands to Human Serum Albumin (HSA) was investigated by fluorescence quenching,
absorption spectroscopy, molecular docking and molecular dynamics (MD) simulation methods. The
fluorescence emission of HSA was quenched by ligands. Also, suitable models were used to analyze the
UVevis absorption spectroscopy data for titration of HSA solution by various amounts of Schiff bases. The
spectroscopic studies revealed that these Schiff bases formed 1:1 complex with HSA. Energy transfer
mechanism of quenching was discussed and the values of 3.35 and 1.57 nm as the mean distances between
the bound ligands and the HSA were calculated for L1 and L2, respectively. Molecular docking
results indicated that the main active binding site for these Schiff bases ligands is in subdomain IB.
Moreover, MD simulation results suggested that this Schiff base complex can interact with HSA, with a
slight modification of its tertiary structure.
Title of Article :
Synthesis, characterization, crystal structure and HSA binding of two new N,O,O-donor Schiff-base ligands derived fromdihydroxybenzaldehyde and tert-butylamine
Author/Authors :
Iman Khosravi a , Farnaz Hosseini b , Mahsa Khorshidifard b , Mehdi Sahihi b , Hadi Amiri Rudbari
Author/Authors - جزئيات :
