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Synthesis of Pyrimidine Conjugates with 4-(6-Amino-hexanoyl)-7,8-difluoro-3,4-dihydro-3-methyl-2H-[1,4]benzoxazine and Evaluation of Their Antiviral Activity.
Krasnov, Victor P; Musiyak, Vera V; Levit, Galina L; Gruzdev, Dmitry A; Andronova, Valeriya L; Galegov, Georgii A; Orshanskaya, Iana R; Sinegubova, Ekaterina O; Zarubaev, Vladimir V; Charushin, Valery N.
  • Krasnov VP; Postovsky Institute of Organic Synthesis, Russian Academy of Sciences (Ural Branch), Ekaterinburg 620108, Russia.
  • Musiyak VV; Postovsky Institute of Organic Synthesis, Russian Academy of Sciences (Ural Branch), Ekaterinburg 620108, Russia.
  • Levit GL; Institute of Chemical Engineering, Ural Federal University, Ekaterinburg 620002, Russia.
  • Gruzdev DA; Postovsky Institute of Organic Synthesis, Russian Academy of Sciences (Ural Branch), Ekaterinburg 620108, Russia.
  • Andronova VL; Postovsky Institute of Organic Synthesis, Russian Academy of Sciences (Ural Branch), Ekaterinburg 620108, Russia.
  • Galegov GA; Ivanovsky Institute of Virology, Gamaleya National Research Center of Epidemiology and Microbiology, Ministry of Health of the Russian Federation, Moscow 123098, Russia.
  • Orshanskaya IR; Ivanovsky Institute of Virology, Gamaleya National Research Center of Epidemiology and Microbiology, Ministry of Health of the Russian Federation, Moscow 123098, Russia.
  • Sinegubova EO; Saint Petersburg Pasteur Research Institute of Epidemiology and Microbiology, Saint Petersburg 197101, Russia.
  • Zarubaev VV; Saint Petersburg Pasteur Research Institute of Epidemiology and Microbiology, Saint Petersburg 197101, Russia.
  • Charushin VN; Saint Petersburg Pasteur Research Institute of Epidemiology and Microbiology, Saint Petersburg 197101, Russia.
Molecules ; 27(13)2022 Jun 30.
Article in English | MEDLINE | ID: covidwho-1934176
ABSTRACT
A series of pyrimidine conjugates containing a fragment of racemic 7,8-difluoro-3,4-dihydro-3-methyl-2H-[1,4]benzoxazine and its (S)-enantiomer attached via a 6-aminohexanoyl fragment were synthesized by the reaction of nucleophilic substitution of chlorine in various chloropyrimidines. The structures of the synthesized compounds were confirmed by 1H, 19F, and 13C NMR spectral data. Enantiomeric purity of optically active derivatives was confirmed by chiral HPLC. Antiviral evaluation of the synthesized compounds has shown that the replacement of purine with a pyrimidine fragment leads to a decrease in the anti-herpesvirus activity compared to the lead compound, purine conjugate. The studied compounds did not exhibit significant activity against influenza A (H1N1) virus.
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Full text: Available Collection: International databases Database: MEDLINE Main subject: Influenza A virus / Influenza A Virus, H1N1 Subtype Type of study: Experimental Studies Language: English Journal subject: Biology Year: 2022 Document Type: Article Affiliation country: Molecules27134236

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Full text: Available Collection: International databases Database: MEDLINE Main subject: Influenza A virus / Influenza A Virus, H1N1 Subtype Type of study: Experimental Studies Language: English Journal subject: Biology Year: 2022 Document Type: Article Affiliation country: Molecules27134236