Synthesis, tautomerism, and antimicrobial, anti-HCV, anti-SSPE, antioxidant, and antitumor activities of arylazobenzosuberones.
2-Dimethylaminomethylene-1-benzosuberone 1 was coupled with diazotized aniline derivatives to afford a series of the hitherto unreported 2-arylazo-1-benzosuberones 3a-i. The tautomeric structure and the effect of substituents on the tautomeric form (s) of the products 3a-i were discussed. Similar coupling of the enaminone 1 with diazonium salts of heterocyclic amines gave the respective fused azolotriazino-benzosuberones. Some of the newly synthesized compounds showed potent antimicrobial, anti-HCV, antioxidant, antitumor (as topoisomerase I inhibitors), and antimicrobial activities.
Department of Chemistry, Faculty of Science, University of Cairo, Giza, Egypt. thoraya-f@hotmail.com
Thoraya A
TA
Farghaly
Mohamed M
MM
Abdalla
D000818:Animals; D000900:Anti-Bacterial Agents / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology; D000970:Antineoplastic Agents / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology; D000975:Antioxidants / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology; D000998:Antiviral Agents / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology; D001391:Azo Compounds / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology; D001713:Biphenyl Compounds / Q000378:metabolism; D006224:Cricetinae; D016174:Hepacivirus / Q000254:growth & development; D006835:Hydrazones / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology; D020128:Inhibitory Concentration 50; D009682:Magnetic Resonance Spectroscopy; D013058:Mass Spectrometry; D051379:Mice; D008826:Microbial Sensitivity Tests; D009374:Neoplasms, Experimental / Q000188:drug therapy; D010851:Picrates / Q000378:metabolism; D013190:SSPE Virus / Q000254:growth & development; D013055:Spectrophotometry, Infrared
D000900:Anti-Bacterial Agents; D000970:Antineoplastic Agents; D000975:Antioxidants; D000998:Antiviral Agents; D001391:Azo Compounds; D001713:Biphenyl Compounds; D006835:Hydrazones; D010851:Picrates; C004931:1,1-diphenyl-2-picrylhydrazyl