Synthesis and Inhibition of Influenza H1N1 Virus by Propargylaminoalkyl Derivative of Lithocholic Acid
Anastasiya V. Petrova,
Irina E. Smirnova,
Sergey V. Fedij,
Yulia N. Pavlyukova,
Vladimir V. Zarubaev,
Thao Tran Thi Phuong,
Khine Myint Myint,
Oxana B. Kazakova
Affiliations
Anastasiya V. Petrova
Ufa Institute of Chemistry, Ufa Federal Research Centre, Russian Academy of Sciences, 71, Prospect Octyabrya, Ufa 450054, Russia
Irina E. Smirnova
Ufa Institute of Chemistry, Ufa Federal Research Centre, Russian Academy of Sciences, 71, Prospect Octyabrya, Ufa 450054, Russia
Sergey V. Fedij
Experimental Virology Laboratory, Department of Virology, St. Petersburg Pasteur Institute of Epidemiology and Microbiology, 14 Mira St., St. Petersburg 197001, Russia
Yulia N. Pavlyukova
St.-Petersburg State Institute of Technology, 26 Moskovsky Av, St. Petersburg 190013, Russia
Vladimir V. Zarubaev
Experimental Virology Laboratory, Department of Virology, St. Petersburg Pasteur Institute of Epidemiology and Microbiology, 14 Mira St., St. Petersburg 197001, Russia
Thao Tran Thi Phuong
Institute of Chemistry—Vietnamese Academy of Science and Technology, 18-Hoang Quoc Viet Street, Cau Giay District, Hanoi 1000, Vietnam
Khine Myint Myint
Department of Chemistry, University of Yangon, University Avenue Road, Kamayut Township, Yangon 11041, Myanmar
Oxana B. Kazakova
Ufa Institute of Chemistry, Ufa Federal Research Centre, Russian Academy of Sciences, 71, Prospect Octyabrya, Ufa 450054, Russia
In the current study, the conjugate of 3-oxo-lithocholic acid with N-methylpiperazine and paraform was synthesized using the Mannich reaction and evaluated for antiviral activity. This modification resulted in a dramatic increase of antiviral activity combined with a two-fold decrease of toxicity. Together, these effects led to a strong increase of selectivity of compound (SI = 40 vs. 3 for 3 and 2, correspondingly).
