SYNTHESIS, REACTIONS, AND BIOLOGICAL ACTIVITY OF SOME TRIAZINE DERIVATIVES CONTAINING SULFA DRUG MOIETIES.

Abstract

Thienyl-triazine-sulphonamide conjugates were prepared from their precursor amines using triethyl orthoformate or ethyl chloroformate as cross coupling reagents. The progress of these reactions was investigated by spectral (IR, NMR, MS) and microanalytical techniques. The synthesized compounds were in vitro screened for antibacterial, antifungal, antioxidant, and anticancer activity. 4-[({[3-Mercapto-5-oxo-6-[2-(2-thienyl)yinyl]-1,2,4-triazin- 4(5H)-yl]imino}methyl)amino]-benzenesulfonamide turned out to be a powerful antibacterial agent, while all the compounds prepared were inactive against fungal species tested. 4-{[({8-Cyano-4-oxo-3-[2-(2-thienyl)vinyl- 4H,8H-[1,2,4]triazino[3,4-b][1,3,4]thiadiazin-7-yl}amino)(ethoxy)methyl]amino}benzenesulfonamide displayed in vitro promising cytotoxicity against Ehrlich ascites carcinoma cell line with concurrent attenuation of malonodinitrile and it was unique among other compounds being unable to increase glutathione S-transferase and reduced glutathione S-transferase activities. This compound exhibited also good antioxidant properties that together with its cytotoxicity nominated it for further investigation in cancer research.

• Authors: M R E Aly, A A Gobouri, S H Abdel Hafez, H A Saad
• Journal: Bioorganicheskaia khimiia (Bioorg Khim) 2015 Jul-Aug Vol. 41 Issue 4 Pg. 491-504 ISSN: 0132-3423 [Print] Russia (Federation)
• PMID: 26615645 (Publication Type: Journal Article, Research Support, Non-U.S. Gov't)

Chemical References

• Anti-Bacterial Agents
• Antifungal Agents
• Antineoplastic Agents
• Antioxidants
• Triazines

Topics

• Animals
• Anti-Bacterial Agents (chemical synthesis, chemistry, pharmacology)
• Antifungal Agents (chemical synthesis, chemistry, pharmacology)
• Antineoplastic Agents (chemical synthesis, chemistry, pharmacology)
• Antioxidants (chemical synthesis, chemistry, pharmacology)
• Bacteria (growth & development)
• Carcinoma, Ehrlich Tumor (drug therapy, metabolism, pathology)
• Cell Line, Tumor
• Female
• Fungi (growth & development)
• Mice
• Triazines (chemical synthesis, chemistry, pharmacology)