title: Structural characteristics of flavanones and flavones from Cudrania tricuspidata for neuraminidase inhibition.
abstract: The structural characteristics of flavonoids (1-3 and 6-8) from the root of Cudrania tricuspidata required for neuraminidase inhibition were studied and compared with commercially available flavonoids (4, 5, and 9-12). Alkylated flavanones (1-3) display better inhibition than the corresponding parent compound 4. Importantly, flavanone 1 bearing a C-8 hydrated prenyl group showed extremely high inhibition with IC(50) of 380 nM. On the other hand, the parent flavone 5 was more effective than alkylated analogues (6-8). Isolated inhibitors (1-3 and 6-8) showed noncompetitive inhibition in kinetic studies. The binding affinity of flavanones (1-4) for neuraminidase in in silico docking experiments correlated well with their IC(50) values and noncompetitive inhibition mode.
authors: Bioindustry Technology and AI Control Biomaterial Research Center, KRIBB, Jeongeup, Republic of Korea.
authors: Young Bae
authors: YB
authors: Ryu
authors: Marcus J
authors: MJ
authors: Curtis-Long
authors: Ji Won
authors: JW
authors: Lee
authors: Hyung Won
authors: HW
authors: Ryu
authors: Jun Young
authors: JY
authors: Kim
authors: Woo Song
authors: WS
authors: Lee
authors: Ki Hun
authors: KH
authors: Park
mesh_terms: D000998:Antiviral Agents / Q000737:chemistry* / Q000302:isolation & purification / Q000494:pharmacology; D001665:Binding Sites; D003198:Computer Simulation; D004791:Enzyme Inhibitors / Q000737:chemistry* / Q000302:isolation & purification / Q000494:pharmacology; D044950:Flavanones / Q000737:chemistry* / Q000302:isolation & purification / Q000494:pharmacology; D047309:Flavones / Q000737:chemistry* / Q000302:isolation & purification / Q000494:pharmacology; D031624:Maclura / Q000737:chemistry*; D009439:Neuraminidase / Q000037:antagonists & inhibitors* / Q000378:metabolism; D018517:Plant Roots / Q000737:chemistry; D013329:Structure-Activity Relationship
chemical_list: D000998:Antiviral Agents; D004791:Enzyme Inhibitors; D044950:Flavanones; D047309:Flavones; D009439:Neuraminidase