Synthesis and Biological Activity of N-acyl Anabasine and Cytisine Derivatives with Adamantane, Pyridine and 1,2-Azole Fragments

Abstract

A series of N-acyl derivatives of anabasine and cytisine were prepared, to discover novel, natural product-based medicinal agents. All synthesized compounds were tested for antimicrobial, antifungal, antiviral and analgesic activity. The most pronounced antibacterial activity was shown by the compounds with isoxazole fragments, while the adamantane derivatives showed the greatest antiviral effect. It was found that the majority of anabasine derivatives showed significant analgesic activity, reducing the pain response of animals to the irritating effect of acetic acid. The presence of a high level of antimicrobial and antiviral activity in newly synthesized compounds makes it possible to consider them promising for further study of their pharmacological properties.

Synthesis and Antimicrobial Activity Evaluation of Pyridine Derivatives Containing Imidazo[2,1‐b][1,3,4]Thiadiazole Moiety

“…[1,3,4] 3,4]thiadiazole (15 c): White solid; Yield: 55 %; 1 H-NMR (300 MHz, CDCl 3 ) δ 8.35 (d, J = 6.0 Hz, 1H, ArH), 7.71 (s, 1H, ArH), 7.78 (s, 1H, ArH), 7.61 (dt, 1H, J = 6.0, 3.0 Hz, ArH), 7.39 (dd, 1H, J = 15.0, 9.0 Hz, ArH), 7.10 (dd, 1H, J = 9.0, 6.0 Hz, ArH), 6.75 (td, 1H, J = 9.0, 3.0 Hz, ArH), 6.61 (td, 1H, J = 9.0, 3.0 Hz, ArH), 2.19-2.10 (m, 2H, CH 2 ), 1.19-1.12 (m, 2H, CH 2 ), 1.00-0.94 (m, 2H, CH 2 ). 19 a-e, and 20 a-e) and 2-…”

“…Pyridine and its derivatives are very important class of compounds with a wide‐spectrum of biological activities, including antimicrobial, [12–17] antiviral, [18–21] antitumor, [22–25] and antioxidant [26–31] activities. Radwan et al [32] .…”

“…At present, it is in the phase II clinical trials for the treatment of invasive candidiasis, candidemia and invasive aspergillosis. [11] Pyridine and its derivatives are very important class of compounds with a wide-spectrum of biological activities, including antimicrobial, [12][13][14][15][16][17] antiviral, [18][19][20][21] antitumor, [22][23][24][25] and antioxidant [26][27][28][29][30][31] activities. Radwan et al [32] synthesized a series of new pyridine compounds and tested their antibacterial activity, among which the antibacterial activity of compound 6 was higher than that of other compounds.…”