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Novel Bridgehead Thiadiazolopyrimidine Derivatives with Antimicrobial and Antitumor Activities
Author(s) -
Azab Mohammad E.,
AbdelWahab Salwa S.,
Mahmoud Naglaa F.,
Elsayed Galal A.
Publication year - 2018
Publication title -
journal of heterocyclic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.321
H-Index - 59
eISSN - 1943-5193
pISSN - 0022-152X
DOI - 10.1002/jhet.3297
Subject(s) - chemistry , isatin , antimicrobial , candida albicans , aspergillus niger , staphylococcus aureus , bacillus cereus , coumarin , pseudomonas aeruginosa , stereochemistry , combinatorial chemistry , organic chemistry , bacteria , microbiology and biotechnology , biochemistry , genetics , biology
Because of the remarkable pharmacodynamics and chemotherapeutics activities of thiadiazolopyrimidines, a new series of 1,3,4‐thiadiazolo[3,2‐ a ] pyrimidine derivatives have been synthesized by reacting 5‐substituted‐2‐aminothiadiazoles 1a , b with different reagents: active methylenic compounds, benzaldehyde under different conditions, isatin, and cyclic ketones. The structures of the novel compounds have been inferred by spectroscopic methods (infrared, 1 H‐NMR, 13 C‐NMR, and mass spectrometry) and elemental analyses. The newly synthesized compounds were screened against four 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. Most of the compounds showed activity against the tested microorganisms with different extents. The in vitro anticancer activities of these compounds were assessed against four human tumor cell lines; they were found to exhibit different cytotoxic effects. Such results mean that these derivatives can be further utilized as promising anticancer agents.