A series of novel 3,3 0 -(3,3 0 -(dihydroxy/hydroxyethane-1,2-diyl)bis (7H-[1,2,4]triazolo [3,4-b][1,3,4]thiadiazine-6,3-diyl))bis(2H-chromen-2-ones) were prepared by the condensation of thiocarbohydrazide with tartaric acid or malic acid followed by various 3-(2-bromoacetyl)-2Hchromen-2-ones in two steps with good yields. All the synthesized compounds were characterized by analytical and spectral (IR, 1 H NMR, 13 C NMR, and mass) data. These synthesized bis(triazolothiadiazinyl coumarin) compounds were evaluated for broad spectrum of antiviral activity. Among all the tested compounds, compound 5f exhibited antiviral activity against H1N1 virus. The molecular docking studies of these compounds against H1N1 neuraminidase enzyme were performed. The binding affinity and binding values were compared with standard drugs.
Here, we report the synthesis, characterization and antimicrobial activity evaluation of a series of triazolo‐thiadiazinyl coumarin derivatives 4 (a–j) and 6 (a–j). The triazolo thiadiazinyl coumarins were synthesized in a facile tandem solvent free one‐pot multi component reaction approach by taking various aliphatic/ aromatic/ heterocyclic carboxylic acids 1 (a–c) and 5 (a&b), Thiocarbohydrazide (2) and substituted 3‐(2‐bromoacetyl)coumarins 3 (a–h). The newly synthesized molecules were confirmed on the basis of physical, analytical and single crystal X‐ray diffraction data. The triazolo thiadiazinyl coumarins exhibited excellent antimicrobial activity against Gram positive, Gram negative and fungi microbial strains. Among the tested compounds, compounds 4 f (6‐Bromo), 4 g (6,8‐Dibromo), 6e (6,8‐Dichloro), 6 f (6‐Bromo) and 6 g (6,8‐Dibromo) exhibited potent antimicrobial activity at 25 μg / mL concentration against Gram positive and Gram negative bacterial strains.
A series of pyridinium salts (5 a‐p) have been synthesized and were screened for their in vitro anticancer activity against MCF‐7 (breast cancer), HeLa (cervical cancer), U‐87MG (human glioblastoma) and HEK293 (Human Embryonic Kidney 293 cells) cell lines by taking doxorubicin as a positive control. The compounds derived from 4‐methoxyphenyl (5 c) and 4‐nitrophenyl (5 h) have showed significant and broad spectrum antiproliferative activity against the tested cancer cell‐lines and also displayed potential in vivo against Ehrlich ascites carcinoma (EAC) in mice. Also, screened the compounds for their antimicrobial and anti‐acetylcholinesterase (anti‐AchE) activities. It was observed form the in vitro results that, compounds derived from 4‐methylphenyl (5 b), 4‐chlorophenyl (5 f), coumarinyl (5 i) and napthyl (5 j) have exhibited potential antibacterial activity against Staphylococcus aureus and the derivatives 5 b and 4‐fluorophenyl (5 e) have showed promising antifungal activity and the compound 5 c showed moderate AChE inhibitory activity.
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