Crystalline Liquiritigenin and Liquiritin: Structural Characterization, Molecular Docking Studies, and Anti-Amyloid-β Evaluation in .

Two new crystalline compounds, named [LG·HO] (; LG = liquiritigenin) and [LQ·CHOH·HO] (; LQ = liquiritin), have been synthesized and structurally characterized by single-crystal and powder X-ray diffraction, thermogravimetric analyses (TGA), nuclear magnetic resonance (NMR), high-resolution mass spectrometry (HR-MS), and infrared spectra (IR). and crystallize in space groups na2 and 222, respectively. In the structure of , liquiritigenin and water molecules are connected by hydrogen bonds for the construction of a novel 3,5-connected network topology with a point symbol of (6)(6·8), in which each liquiritigenin and water molecule acts as a 5-connected and 3-connected node, respectively. Both and reduce amyloid-β-induced toxicity in (CL4176 strain) by improving the expression level of SOD. Gene expression studies by RT-qPCR indicate upregulation of and expression while downregulation of and expression in . Molecular docking studies indicate that LG and LQ combine well with vascular endothelial growth factor A (VEGFA), with free binding energies calculated to be -6.7 and -7.9 kcal·mol, respectively. Moreover, the anti-amyloid-β ability of crystalline and amorphous LG or LQ has been studied.