Chemico-biological interaction of Etravirine and its β-Cyclodextrin complex with macromolecular targets.
The interaction of etravirine with β-cyclodextrin is analyzed by UV-visible absorption, infrared, fluorescence, nuclear magnetic resonance, two-dimensional rotational frame nuclear Overhauser effect spectroscopy, and molecular modeling studies. The 4-hydroxy-3, 5-dimethylbenzonitrile moiety is found to take part in the binding. The stoichiometry of the inclusion complex of ET with β-CD is 1:1 with the binding constant of 2.03 × 103 mol-1 dm3. The binding of ET with calf thymus DNA (ctDNA) and bovine serum albumin (BSA) protein is investigated in the presence and the absence of β-CD. Fluorescence enhancement is observed during the binding of ET with ctDNA in the absence of β-CD, whereas in the presence of β-CD, fluorescence quenching is observed. The binding constants of the binding of ET and ET-β-CD to ctDNA are 7.84 × 104 and 4.38 × 104 mol-1 dm3, respectively. The binding constant of the binding of ET and ET-β-CD to BSA are 3.14 × 104 and 1.6396 × 104 mol-1 dm3, respectively. The apparent binding constants between ET-β-CD complex and ctDNA or BSA protein decreases significantly. The numbers of binding sites of interaction of ET with BSA protein and the binding distance between BSA protein and ET the absence and the presence of β-CD differ. β-CD modulates the binding of ET with the macromolecular targets.
['Yousuf|Sameena|S|', 'Natesan|Sudha|S|', 'Enoch|Israel V M V|IV|']
D000465:Algorithms D000818:Animals D002417:Cattle D004247:DNA D046911:Macromolecular Substances D008958:Models, Molecular D008968:Molecular Conformation D062105:Molecular Docking Simulation D056004:Molecular Dynamics Simulation D009570:Nitriles D019906:Nuclear Magnetic Resonance, Biomolecular D011485:Protein Binding D011506:Proteins D011724:Pyridazines D011743:Pyrimidines D013329:Structure-Activity Relationship D047392:beta-Cyclodextrins
Etravirine β-Cyclodextrin Calf thymus DNA Bovine serum albumin Host–guest complex