Synthesis and in vitro antiviral activity of lipophilic pyrimidine nucleoside/carborane conjugates

Novel Bridgehead Thiadiazolopyrimidine Derivatives with Antimicrobial and Antitumor Activities

“…In the present work, we synthesized a novel series of 1,3,4-thiadiazolo[3,2-a] pyrimidine derivatives. Structural elucidation of the synthesized compounds have been inferred by spectroscopic methods (IR, 1 H-NMR, 13 C-NMR, and MS) and elemental analyses. The newly synthesized compounds were screened against four bacterial strains (S. aureus and L. monocytogenes as Gram positive and P. aeruginosa and S. typhimurium as Gram negative) and two fungi (A. niger and C. Albicans).…”

“…Microanalyses (C, H, N) were in agreement with the proposed structures within ±0.4% of the theoretical values and were carried out at the Microanalytical Centre, Cairo University, Cairo, Egypt. The 1 H-NMR (300 MHz) and 13 C-NMR (75 MHz) spectra were recorded on Varian Gemini spectrometer with chemical shift (δ) expressed in ppm downfield using tetramethylsilane as an internal standard at the main Defense Chemical Laboratory. Mass spectra were conducted using Shimadzu GC-MSQP 1000 EX instrument operating at 70 eV.…”

“…On the other hand, pyrimidine nucleus and its derivatives have been documented as important heterocyclic compounds because of their wide scope of chemical and biological significance in the field of medicinal chemistry .…”

“…Our first endeavor to synthesize 1,3,4-thiadiazolo [3,2-a] pyrimidine derivatives involved the treatment of 1,3,4thiadiazole derivatives 1a,b with different reagents such as active methylene compounds, benzaldehyde, isatin, and cyclic ketones under different conditions. The structures of newly synthesized compounds were ascertained by different spectroscopic tools [infrared (IR), 1 H-NMR, 13 C-NMR, and mass spectrometry (MS)] and elemental analyses. Furthermore, evaluation of their biological activities was also investigated against different bacterial strains Staphylococcus aureus and Listeria monocytogenes as Gram positive and Pseudomonas aeruginosa and Salmonella typhimurium as Gram negative and two fungi (Aspergillus niger and Candida albicans) using agar diffusion assay.…”

“…C7-H), 7.47-8.12 (s, 4H, Ar-H) 13. C-NMR (100 MHz, DMSO-d 6 ): 15.1, 60.7, 111.7, 127.7, 129.5, 130.1, 131.1, 133.2, 142.3, 148.1, 154.5, 157.9, 164.9, 167.8.…”