Synthesis and Anticoagulant Activity of New Ethylidene and Spiro Derivatives of Pyrrolo[3,2,1-ij]quinolin-2-ones
N. P. Novichikhina, Anna A. Skoptsova, А. С. Шестаков, A. Yu. Potapov, E. A. Kosheleva, O. A. Kozaderov, Irina V. Ledenyova, Н. А. Подоплелова, Mikhail A. Panteleev, Х. С. Шихалиев
Abstract
Abstract The reaction of pyrrolo[3,2,1-ij]quinoline-1,2-diones with methyl (het)aryl ketones gave the corresponding 1-(het)arylmethylidenepyrroloquinolin-2-ones, and 1,3-dipolar cycloaddition of the latter to azomethine ylide generated from sarcosine and paraformaldehyde afforded 4-acyl-1,4′,4′,6′-tetramethylspiro[pyrrolidine-3,1′-pyrrolo[3,2,1-ij]quinolin]-2′(4′H)-ones. The synthesized compounds were evaluated for inhibitory activity against blood coagulation factors Xa and XIa.
Topics & Concepts
ChemistrySarcosineAzomethine ylideCycloadditionParaformaldehydePyrrolidineStereochemistry1,3-Dipolar cycloadditionMedicinal chemistryArylOrganic chemistryAlkylCatalysisAmino acidGlycineBiochemistryChemical synthesis and pharmacological studiesSynthesis and Characterization of PyrrolesOxidative Organic Chemistry Reactions