Interaction of Bioactive Pyrazolo[۴,۳-a]acridines with Human Serum Albumin

Several heterocyclic bioactive fluorescent ۳-alkyl-۳H-pyrazolo[۴,۳-a]acridin-۱۱-carbonitriles were conveniently synthesized from the reaction of ۱-alkyl-۱H-indazoles with different aryl acetonitrile in basic methanol solution in good yields. The interactions of ۳H-pyrazolo[۴,۳-a]acridin-۱۱-carbonitriles with Human Serum Albumin (HSA) were studied by fluorescence spectroscopy. The binding of ۳-alkyl-۳H-pyrazolo[۴,۳-a]acridin-۱۱-carbonitriles quenches the HSA fluorescence, revealing a ۱:۱ interaction with a binding constant of about ۱.۲۸ × ۱۰۳ – ۱.۸۵ × ۱۰۳ M-۱.A decrease in fluorescence intensity at ۳۳۹ nm, when excited at ۲۹۵ nm, is attributed to changes in the environment of the protein fluorophores caused by the presence of the ligand. The results show that pyrazolo[۴,۳-a]acridines with R=propyl, butyl, isobutyl and R'=chlorine substituents have suitable thermodynamic and binding parameters with  HSA.

کلیدواژه ها:

۱-Alkyl-۱H-indazoles ، Arylacetonitriles ، ۳H-pyrazolo[۴ ، ۳-a]acridin-۱۱-carbonitriles ، Human Serum Albumin ، Interaction ، Fluorescence spectroscopy