title: Binding characteristics and interactive region of 2-phenylpyrazolo[1,5-c]quinazoline with DNA.
abstract: The interaction between 2-phenylpyrazolo[1,5-c]quinazoline (PQ) and DNA under physiological conditions was investigated using multi-spectroscopic techniques, atomic force microscopy and gel electrophoresis. The thermodynamic parameters were estimated and were discussed in detail. The results of fluorescence-quenching experiments indicated that the main interactive force between PQ and DNA was a hydrophobic interaction and that it was a static quenching process. Potassium iodide and single-strand (ss)DNA quenching studies, together with circular dichroism spectra implied groove binding of PQ with DNA. Atomic force microscopy and gel electrophoresis experiments suggested that there were no major conformational changes in DNA upon interaction with PQ. In addition, UV/vis absorption titration of DNA bases confirmed that PQ bound with DNA mainly through a minor groove interaction and preferentially interacted with adenine and thymine. We anticipate that this work will provide useful information for the application of quinazoline derivatives in the fields of medicinal and pharmaceutical chemistry.
authors.affiliation: Key Laboratory of Chemical Biology, Jiangxi Normal University, Nanchang, People's Republic of China.
authors.forename: Yonghai
authors.initials: Y
authors.lastname: Song
authors.forename: Dandan
authors.initials: D
authors.lastname: Zhong
authors.forename: Jinhui
authors.initials: J
authors.lastname: Luo
authors.forename: Hongliang
authors.initials: H
authors.lastname: Tan
authors.forename: Shouhui
authors.initials: S
authors.lastname: Chen
authors.forename: Ping
authors.initials: P
authors.lastname: Li
authors.forename: Li
authors.initials: L
authors.lastname: Wang
authors.forename: Tao
authors.initials: T
authors.lastname: Wang
mesh_terms: D001665:Binding Sites; D002942:Circular Dichroism; D004247:DNA / Q000737:chemistry* / Q000378:metabolism*; D004277:DNA, Single-Stranded / Q000737:chemistry / Q000378:metabolism; D004587:Electrophoresis, Agar Gel; D006863:Hydrogen-Ion Concentration; D057927:Hydrophobic and Hydrophilic Interactions; D018625:Microscopy, Atomic Force; D008958:Models, Molecular; D011193:Potassium Iodide / Q000737:chemistry; D011799:Quinazolines / Q000737:chemistry*; D013050:Spectrometry, Fluorescence; D013056:Spectrophotometry, Ultraviolet; D013816:Thermodynamics
chemical_list: C000607137:2-phenylpyrazolo(1,5-c)quinazoline; D004277:DNA, Single-Stranded; D011799:Quinazolines; D011193:Potassium Iodide; D004247:DNA
keywords: 2-phenylpyrazolo[1,5-c]quinazoline; DNA; binding region; groove binding; multi-spectroscopic technique