Interaction of Glycyrrhizin and Glycyrrhetinic Acid with DNA

Abstract

Glycyrrhizin (GL), a molecule of glycyrrhetinic acid (GA), is an aqueous extract from licorice root. These compounds are well known for their anti-inflammatory, hepatocarcinogenesis, antiviral, and interferon-inducing activities. This study is the first attempt to investigate the binding of GL and GA with DNA. The effect of ligand complexation on DNA aggregation and condensation was investigated in aqueous solution at physiological conditions, using constant DNA concentration (6.25 mM) and various ligands/polynucleotide (phosphate) ratios of 1/240, 1/120, 1/80, 1/40, 1/20, 1/10, 1/5, 1/2, and 1/1. Fourier transform infrared and ultraviolet (UV)-visible spectroscopic methods were used to determine the ligand binding modes, the binding constants, and the stability of ligand-DNA complexes in aqueous solution. Spectroscopic evidence showed that GL and GA bind DNA via major and minor grooves as well as the backbone phosphate group with overall binding constants of K(GL-DNA)=5.7×10(3) M(-1), K(GA-DNA)=5.1×10(3) M(-1). The affinity of ligand-DNA binding is in the order of GL>GA. DNA remained in the B-family structure, whereas biopolymer aggregation occurred at high triterpenoid concentrations.

Glycyrrhiza Genus: Enlightening Phytochemical Components for Pharmacological and Health-Promoting Abilities

“…In one of the studies, it was reported that glycyrrhizin and GA bind to nucleic acids. Spectroscopic data have indicated that glycyrrhizin binds to DNA via the A-T and PO2 group, with the affinity of ligand-DNA binding of glycyrrhizin being higher than that of GA [ 216 , 217 ]. In turn, RNA is binding via the G-C and A-U base pairs, with the affinity of ligand-RNA binding being in the same order [ 218 ].…”

Intercalation binding of food antioxidant butylated hydroxyanisole to calf thymus DNA

“…After 2 h incubation of BHA with ctDNA, the difference spectra [(ctDNA solution + BHA solution) À BHA solution] were analyzed by OMNIC software, using a sharp ctDNA band at 968 cm À1 as an internal reference [32]. The relative intensity (R) of several peaks of ctDNA vibrations related to base pairs (A, T, G, C) and the phosphate groups stretching vibrations were obtained using R = I i /I 968 versus BHA/ctDNA molar ratios, where I i is the intensity of peak at i cm À1 for ctDNA and the BHA-ctDNA complexes, and I 968 is the intensity of the 968 cm À1 peak.…”

The identification of critical lethal action in antimicrobial mechanism of glycerol monomyristate against foodborne pathogens

“…Using the UV-visible absorption spectrum was an effective way to investigate the interaction between monoglycerides and genomic DNA in microbial cells (27). It was reported that DNA had a strong absorption peak at 260 nm, which was derived from the strong absorption of purine and pyrimidine bases in DNA, and the location and intensity of the DNA absorption peak could be migrated and changed when a foreign substance was bound to DNA (28, 29). In the presence of GMM, the absorption peak of DNA at 260 nm increased gradually with a slight blue shift as increasing GMM concentration, which is called hyperchromic effect (30).…”