In Vitro Potential Virucidal Effect Evaluation of Xibornol on Human Adenovirus Type 5, Human Rhinovirus Type 13, Human Coronavirus 229E, Human Parainfluenza Virus Type 1, and Human Respiratory Syncytial Virus

Evaluation of antiviral activity of terpenophenols and some of their N- and O-derivatives

“…The 1 H and 13 C NMR spectra, IR spectra, and the elemental analysis data obtained for new products 8, 9, 11, 12, 21-28, and 37 correspond to the expected structures. In the 1 H and 13 C NMR spectra of these compounds, the signals of protons and carbon atoms of the substituted terpenophenolic skeleton were observed.…”

“…The analysis of the synthesized compounds was partly performed using the equipment of the Center of Collective Usage "Chemistry" of the Institute of Chemistry, Komi Scientifi c Center, Ural Branch of the Russian Academy of Sciences. 1 Н and 13 С NMR spectra of the prepared compounds were recorded on a Bruker Avance II 300 spectrometer (300.17 and 75.5 MHz) in DMSO-d 6 and CDCl 3 . The assignment of 1 H signals was carried out using NOESY, that of 13 C signals was performed on the basis of 13 С NMR spectra recorded in the J-modulation mode, as well as on the basis of HSQC and HMBC experiments.…”

“…1 Н and 13 С NMR spectra of the prepared compounds were recorded on a Bruker Avance II 300 spectrometer (300.17 and 75.5 MHz) in DMSO-d 6 and CDCl 3 . The assignment of 1 H signals was carried out using NOESY, that of 13 C signals was performed on the basis of 13 С NMR spectra recorded in the J-modulation mode, as well as on the basis of HSQC and HMBC experiments. Diff use refl ectance IR spectra were recorded on a Shimadzu IR Prestige 21 FTIR spectrometer in KBr pellets (solid compounds) or in thin layers (liquid compounds).…”

“…1 Н NMR (CDCl 3 ), δ: 0.74 (s, 3 Н, С(10)Ме); 0.83 (s, 3 Н, С(9)Ме); 0.85 (s, 3 Н, С(8)Ме); 1.33-1.36 (m, 2 Н, Н(5), Н( 6)); 1.55-1.58 (s, 2 Н, Н(3), Н( 6)); 1.65-1.88 (s, 2 Н, Н(4), Н( 5)); 1.92-1.97 (s, 1 Н, Н(3)); 3.08 (t, 1 Н, Н(2), J = 8.4 Hz); 6.66-6.83 (m, 3 Н, Н(13), Н(14), Н( 16)). 13 (5-20 mL), a 2 M HCl solution in EtOH was added dropwise until pH <6, and the mixture was vigorously stirred at room temperature for 30-60 min. The precipitated hydrochloride was fi ltered off (with the exception of compound 24), washed with a little amount of chilled Et 2 O and dried.…”

“…2-10 Some representatives of isobornylphenols are used in medicine for the treatment of respiratory diseases 11 , showing antimicrobial 12 and antiviral activity. 13 The introduction of various substituents into the structures of organic molecules underlies the design of new drugs. For instance, the presence of the aminomethyl substituent in a molecule of phenolic compounds can lead to the appearance of antiviral activity.…”