Synthesis, Characterization, Antimicrobial and Antioxidant Activities of The Homocyclotrimer Of 4-Oxo-4h-Thieno[3,4-C]Chromene-3-Diazonium Sulfate
摘要:
Thein situformed 4-oxo-4H-thieno[3,4-c]chromene-3-diazonium sulfate (5) in the coupling reactions involving the parent 2-aminothiophene (4) and various phenolic and arylamines' couplers, readily undergoes homocyclotrimerization at low temperature to afford in fairly good yield the first ever reported eighteen member ring heteroaromatic holigomer6. Compound6was fully characterized by its elemental analysis, IR, UV-Vis,1H-NMR,13C-NMR and HRMS spectral data. The HMBC and HSQC techniques were used to ascertain the structural assignments. A comparative study on the antimicrobial and antioxidant activities of compounds3,4and6was carried out to assess the SAR due to the transformations (from3to6via4) on the tested compounds. It was found that compounds6and4were respectively the most active compounds against bacteria (MIC = 32-64 μg/ml) and yeasts (MIC = 16–64 μg/ml). Compound6also showed high radical-scavenging activities and ferric reducing power when compared with vitamin C and BHT used as reference antioxidants.
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关键词:
2-aminothiophene Azo compounds Antimicrobial Antioxidant Coumarin Homocyclotrimerization Holigomer SAR
DOI:
10.2174/1874104501610010021
被引量:
年份:
2016






























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