Synthesis and antimycotic activity of new derivatives of imidazo[1,2-a]pyrimidines

The heterocyclic core of imidazo[1,2-a]pyrimidine was formed in satisfactory yields as a result of the interaction of the readily available 2-aminoimidazole with N-substituted maleimides or N-arylitaconimides. The mechanism of the studied processes was postulated basing on experimental data, HPLC–MS analysis of reaction mixtures, and quantum chemical calculations. Molecular docking results of the obtained imidazo[1,2-a]pyrimidines, when compared with voriconazole, a drug already in clinical use, suggest that they may possess antifungal activity against Candida albicans. © 2024 Vandyshev et al.

Authors
Vandyshev D.Yu. , Mangusheva D.A. , Shikhaliev K.S. , Scherbakov K.A. , Burov O.N. , Zagrebaev A.D. , Khmelevskaya T.N. , Trenin A.S. , Zubkov F.I.
Journal
Beilstein Journal of Organic Chemistry
Publisher
Beilstein-Institut Zur Forderung der Chemischen Wissenschaften
Language
English
Pages
2806-2817
Status
Published
Link
External link
DOI
10.3762/BJOC.20.236
Volume
20
Year
2024
Organizations
  • 1 Organic Chemistry Department, Voronezh State University, 1 Universitetskaya pl., Voronezh, 394018, Russian Federation
  • 2 Laboratory of Bio- and Cheminformatics, HSE University, St. Petersburg, 194100, Russian Federation
  • 3 Department of Chemistry, Southern Federal University, 7 R. Zorge St., Rostov-on-Don, 344090, Russian Federation
  • 4 The Smart Material Southern Federal University, Southern Federal University, 178/24 Andrei Sladkova St., Rostov-on-Don, 344090, Russian Federation
  • 5 Clinical Laboratory Diagnostics Department, N. N. Burdenko Voronezh State Medical University, 10 Studencheskaya St., Voronezh, 394036, Russian Federation
  • 6 Gause Institute of New Antibiotics, 11 B. Pirogovskaya St., Moscow, 119021, Russian Federation
  • 7 Organic Chemistry Department, RUDN University, 6 Miklukho-Maklaya St., Moscow, 117198, Russian Federation
Keywords
2-aminoimidazole; antimycotic activity; imidazo[1,2-a]pyrimidine; molecular docking; N-arylitaconimides; N-substituted maleimides; recyclization
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