[Spectroscopic investigation on the interaction of protocatechuic acid and veratric acid with biomacromolecules].
Protocatechuic acid (P) and veratric acid (V) are phenolic acidic compounds and have a wide biological and pharmaceutical activities, and their interaction with biomacromolecule has been a hot topic. The interaction mechanism of P and V with fsDNA was investigated by fluorescence and UV absorption spectroscopic methods. The UV results showed that P and V have three strong absorption bands at 190-230 nm (K band), 230-270 nm (B band) and 270-310 nm (R band) respectively. When the excitation wavelength was 280 nm, the fluorescence emission bands of P and V were at 338 and 334 nm, respectively, while the fluorescence emission band of DNA was very weak and had little influence on those of the P and V. The fluorescence intensities of the P and V were strongly quenched after interacting with fsDNA, and their Stern-Volmer quenching rate constants were 1.03 x 10(12) and 0.61 x 10(12) L x mol(-1) x s(-1), respectively. It was illustrated that the fluorescence quenching was mainly static and the complex was formed between the drug and fsDNA. When the concentration of DNA was high, their Stern-Volmer curves were not linear, and it was indicated that the quenching mechanism was complex and may contain dynamic quenching process. Their binding constants were calculated based on the static fluorescence quenching, with K(fsDNA/P) = 6.22 x 10(6) L x mol(-1) and K(fsDNA/v) = 1.57 x 10(4) L x mol(-1). The investigation showed that the molecular ratio of V-fsDNA was 1 : 1, while that of P-fsDNA was 1: 2. It was demonstrated that the protocatechuic acid can bind with two bases of fsDNA, which was related to the two hydroxyl groups on the drug molecule. The results showed that the structure of P and V greatly influenced their binding mode with DNA molecules.
Long
Mei
M
Analytical & Testing Center of Beijing Normal University, Beijing 100875, China.
Xie
Meng-Xia
MX
D000818:Animals; D004247:DNA / Q000378:metabolism*; D062385:Hydroxybenzoates / Q000378:metabolism*; D007700:Kinetics; D013050:Spectrometry, Fluorescence; D013056:Spectrophotometry, Ultraviolet; D014641:Vanillic Acid / Q000031:analogs & derivatives* / Q000378:metabolism
D062385:Hydroxybenzoates; C009333:veratric acid; C009091:protocatechuic acid; D004247:DNA; D014641:Vanillic Acid