2. Academic Validation
  3. Synthesis and antiviral activity of maleopimaric and quinopimaric acids' derivatives

Synthesis and antiviral activity of maleopimaric and quinopimaric acids' derivatives

  • Bioorg Med Chem. 2015 Oct 15;23(20):6543-50. doi: 10.1016/j.bmc.2015.09.006.
Elena V Tretyakova 1,  Irina E Smirnova 2,  Elena V Salimova 3,  Victor N Odinokov 3
Affiliations

Affiliations

  • 1 Institute of Petrochemistry and Catalysis of the Russian Academy of Sciences, 141 Prospect Oktyabrya, 450075 Ufa, Russian Federation. Electronic address: [email protected].
  • 2 Ufa Institute of Chemistry of the Russian Academy of Science, 71 Prospect Oktyabrya, 450054 Ufa, Russian Federation.
  • 3 Institute of Petrochemistry and Catalysis of the Russian Academy of Sciences, 141 Prospect Oktyabrya, 450075 Ufa, Russian Federation.
PMID: 26372075 DOI: 10.1016/j.bmc.2015.09.006
Abstract

A series of maleopimaric and quinopimaric acids' derivatives modified in the E-ring, at the carbonyl- and carboxyl-groups were synthesized and evaluated for their activity in vitro against respiratory viruses (influenza; rhinovirus; adenovirus; and SARS), papilloma virus, and hepatitis B and C viruses. The Antiviral screening of levopimaric acid diene adducts derivatives was carried out with minimal effect on SARS and influenza type B viruses. Excellent Antiviral activity of the ozonolysis product of maleopimaric acid and dihydroquinopimaric methyl-(2-methoxycarbonyl)ethylene amide was found toward papilloma virus (HPV-11 strain) with the selectivity index of SI 30 and 20, respectively. Methyl (2-methoxycarbonyl)ethylene-, 1β-hydroxy-5'-kaprolaktamo- and 4β-hydroxy-4α,14α-epoxy-13(15)-ene-dihydroquinopimaric acid derivatives have also shown activity against replication of HCV nucleic acid and low toxicity.

Keywords

Antiviral activity; Diterpenes; Levopimaric acid; Maleopimaric acid; Quinopimaric acid; Synthesis.

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