New hybrid compounds bearing pyrrolo[3,2,1-ij]quinolin-2-one and coumarin motifs. Synthesis and evaluation of anticoagulant activity

New hybrid compounds bearing pyrrolo[3,2,1-ij]quinolin-2-one and coumarin motifs. Synthesis and evaluation of anticoagulant activity Full article

Journal

Russian Chemical Bulletin
ISSN: 1573-9171 , E-ISSN: 1066-5285

Output data

Year: 2023, Volume: 72, Number: 12, Pages: 2898-2907 Pages count : 10 DOI: 10.1007/s11172-023-4099-0

Authors

Skoptsova A.A. ¹ , Novichikhina N.P. ¹ , Kosheleva E.A. ¹ , Krysin M.Yu. ¹ , Baranin S.V. ² , Shikhaliev Kh.S. ¹

Affiliations

1	Voronezh State University, 1 Universitetskaya pl., 394018, Voronezh, Russian Federation
2	N. D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, 47 Leninsky prosp., 119991, Moscow, Russian Federation

A series of new (E)-4,4,6-trimethyl-1-[2-oxo-2-(2-oxo-2H-chromen-3-yl)ethylidene]-4H-pyrrolo[3,2,1-ij]quinolin-2-ones was synthesized by the aldol condensation of pyrrolo[3,2,1-ij]quinoline-1,2-diones with 3-acetylcoumarins. It was found that this reaction proceeded via the intermediate 1-hydroxy-4,4,6-trimethyl-1-[2-oxo-2-(2-oxo-2H-chromen-3-yl)ethyl]-4H-pyrrolo[3,2,1-ij]quinolin-2-one. Preliminary in vitro screening of the synthesized compounds for anticoagulant activity against coagulation factors Xa and XIa indicated that some of these compounds demonstrated the moderate activity against factor Xa. One compound inhibiting both factors was also revealed.

Skoptsova A.A. , Novichikhina N.P. , Kosheleva E.A. , Krysin M.Y. , Baranin S.V. , Shikhaliev K.S.
New hybrid compounds bearing pyrrolo[3,2,1-ij]quinolin-2-one and coumarin motifs. Synthesis and evaluation of anticoagulant activity
Russian Chemical Bulletin. 2023. V.72. N12. P.2898-2907. DOI: 10.1007/s11172-023-4099-0 WOS Scopus OpenAlex

≡ Web of science:	WOS:001154671000001
≡ Scopus:	2-s2.0-85183602996
≡ OpenAlex:	W4391409329