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

doi:10.3390/M1626

Molbank (Apr 2023)

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

DOI: https://doi.org/10.3390/M1626
Journal volume & issue: Vol. 2023, no. 2
p. M1626

Abstract

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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).

Published in Molbank

ISSN: 1422-8599 (Online)
Publisher: MDPI AG
Country of publisher: Switzerland
LCC subjects: Science: Chemistry: Inorganic chemistry
Website: https://www.mdpi.com/journal/molbank

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