4-Chloro-2-(5,6-dihydro-benzo[4,5]imidazo[1,2-c]quinazolin-6-yl)-phenol (HL); synthesis, characterization, crystal structure, Hirshfeld surface analysis and BSA binding studies

A new asymmetric bidentate Schiff-base molecule 4-Chloro-2-(5,6-dihydro-benzo[4,5]imidazo[1,2-c]quinazolin-6-yl)-phenol (HL), has been synthesized and characterized using physicochemical and spectroscopic techniques, single crystal X-ray diffraction and Hirshfeld surface analysis. Crystal structure...

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Bibliographic Details
Published in:	Journal of molecular structure Vol. 1173; pp. 481 - 489
Main Authors:	Kumar, B.C.Vasantha, K, Savithri, Chandra, Kaur, Manpreet, Jasinski, Jerry P., Revanasiddappa, H.D.
Format:	Journal Article
Language:	English
Published:	Elsevier B.V 05-12-2018
Subjects:	BSA binding Hirshfeld analysis Molecular docking Single-crystal X-ray study Hirshfeld analysis BSA binding Single-crystal X-ray study Molecular docking
Online Access:	Get full text
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Summary:	A new asymmetric bidentate Schiff-base molecule 4-Chloro-2-(5,6-dihydro-benzo[4,5]imidazo[1,2-c]quinazolin-6-yl)-phenol (HL), has been synthesized and characterized using physicochemical and spectroscopic techniques, single crystal X-ray diffraction and Hirshfeld surface analysis. Crystal structure analysis reveals that the compound crystallized in the orthorhombic system in the Pbca space group. The in vitro interactions of the synthesized compound, with bovine serum albumin was thoroughly investigated using UV–Vis absorption in combination with fluorescence quenching techniques, and these methods were used to determine the binding parameters also the mechanism of interaction behind the new compound HL bound to BSA. Values of the binding constants (Kb) were about ∼105 M−1 signifying a moderate interaction between HL and BSA making the protein suitable for transportation and delivery of the compound. Thermodynamic parameters also revealed binding through weak van der Waals forces and hydrogen bonding interactions of HL to BSA. The results obtained from docking studies were consistent and complemented those derived from other experimental studies. [Display omitted] •A new Schiff base molecule (HL) has been synthesized in good yield.•The compound (HL) is characterized by X-ray Crystallography, Hirshfeld surface analysis and spectroscopic methods.•Bovine Serum Albumin interaction studies with Imine base (HL) have been performed by spectroscopic techniques.•A molecular docking study also helps to unravel the binding nature of HL with bovine serum albumin.
ISSN:	0022-2860 1872-8014
DOI:	10.1016/j.molstruc.2018.07.002