Title of article :
Synthesis, Characterization, Antimicrobial and Antioxidant Activities of The Homocyclotrimer Of 4-Oxo-4h-Thieno[3,4-C]Chromene-3-Diazonium Sulfate
Author/Authors :
Fondjo, Emmanuel Sopbue Laboratory of Applied Synthetic Organic Chemistry - Department of Chemistry - Faculty of Science - University of Dschang, Dschang, Republic of Cameroon , Kamal Sorela, Djeukoua Dimo Laboratory of Applied Synthetic Organic Chemistry - Department of Chemistry - Faculty of Science - University of Dschang, Dschang, Republic of Cameroon , Jean-de-Dieub, Tamokou Laboratory of Microbiology and antimicrobial Substances - Department of Biochemistry - Faculty of Science, University of Dschang, Dschang, Republic of Cameroon , Josepha, Tsemeugne Laboratory of Applied Synthetic Organic Chemistry - Department of Chemistry - Faculty of Science - University of Dschang, Dschang, Republic of Cameroon , Sylviana, Kouamo Laboratory of Applied Synthetic Organic Chemistry - Department of Chemistry - Faculty of Science - University of Dschang, Dschang, Republic of Cameroon , Dorianea, Ngouanet Laboratory of Applied Synthetic Organic Chemistry - Department of Chemistry - Faculty of Science - University of Dschang, Dschang, Republic of Cameroon , Rodolphea, Chouna Jean Laboratory of Applied Synthetic Organic Chemistry - Department of Chemistry - Faculty of Science - University of Dschang, Dschang, Republic of Cameroon , Pepina, Nkeng-Efouet-Alango Laboratory of Applied Synthetic Organic Chemistry - Department of Chemistry - Faculty of Science - University of Dschang, Dschang, Republic of Cameroon , Jules-Rogerb, Kuiate Laboratory of Microbiology and antimicrobial Substances - Department of Biochemistry - Faculty of Science, University of Dschang, Dschang, Republic of Cameroon , Ndjintchui Arnaudc, Ngongang Technical University of Munich - Department of Chemistry Lichtenbergstrasse 4, D-85747 Garching, Germany , Lucas, Sondengam Beibam Department of Organic Chemistry - University of Yaounde I, Yaounde, Republic of Cameroon
Abstract :
Abstract: The in situ formed 4-oxo-4H-thieno[3,4-c]chromene-3-diazonium sulfate (5) in the coupling reactions involving the parent2-aminothiophene (4) and various phenolic and arylamines’ couplers, readily undergoes homocyclotrimerization at low temperatureto afford in fairly good yield the first ever reported eighteen member ring heteroaromatic holigomer 6. Compound 6 was fullycharacterized by its elemental analysis, IR, UV-Vis, 1H-NMR, 13C-NMR and HRMS spectral data. The HMBC and HSQC techniqueswere used to ascertain the structural assignments. A comparative study on the antimicrobial and antioxidant activities of compounds3, 4 and 6 was carried out to assess the SAR due to the transformations (from 3 to 6 via 4) on the tested compounds. It was found thatcompounds 6 and 4 were respectively the most active compounds against bacteria (MIC = 32-64 μg/ml) and yeasts (MIC = 16–64μg/ml). Compound 6 also showed high radical-scavenging activities and ferric reducing power when compared with vitamin C andBHT used as reference antioxidants
Keywords :
2-aminothiophene , Azo compounds , Antimicrobial , Antioxidant , Coumarin , Homocyclotrimerization , Holigomer , SAR
