Synthesis, spectroscopic characterization and DNA/HSA binding studies of (phenyl/naphthyl)ethenyl-substituted 1,3,4-oxadiazolyl-1,2,4-oxadiazoles

Two new series of conjugated arylethenyl-1,3,4-oxadiazolyl-1,2,4-oxadiazoles were obtained and spectroscopically characterized in terms of UV-Vis absorption, fluorescence and interaction with CT-DNA and Human Serum Albumin (HSA) biomolecules. Phenyl- and 1-naphthyl-bearing examples were analysed, an...

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Veröffentlicht in:New journal of chemistry 2021-01, Vol.45 (1), p.471-484
Hauptverfasser: Mayer, João C. P, Acunha, Thiago V, Rodrigues, Oscar E. D, Back, Davi F, Chaves, Otávio A, Dornelles, Luciano, Iglesias, Bernardo A
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Sprache:eng
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Zusammenfassung:Two new series of conjugated arylethenyl-1,3,4-oxadiazolyl-1,2,4-oxadiazoles were obtained and spectroscopically characterized in terms of UV-Vis absorption, fluorescence and interaction with CT-DNA and Human Serum Albumin (HSA) biomolecules. Phenyl- and 1-naphthyl-bearing examples were analysed, and the spectroscopic properties of its substitution series were compared, showing extensive conjugation in all compounds and absorption differences due to both the aryl-ethenyl subunit and substituted phenyl/phenylene at the 1,2,4-oxadiazole side. Strong binding interactions of the obtained compounds with CT-DNA and moderate HSA-association capability were observed spectroscopically, and further docking studies were performed. Novel 1,3,4-oxadiazolyl-1,2,4-oxadiazole derivatives with promising photophysical and DNA/HSA-binding properties are reported.
ISSN:1144-0546
1369-9261
DOI:10.1039/d0nj04530f