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New tetracyclic heteroaromatic compounds based on dehydroamino acids: photophysical and electrochemical studies of interaction with DNA by Maria-João R.P. Queiroz; Elisabete M.S. Castanheira; M. Solange D. Carvalho; Ana S. Abreu; Paula M.T. Ferreira; Hakan Karadeniz; Arzum Erdem is a Chemistry article available to read on EtoBox.
What is New tetracyclic heteroaromatic compounds based on dehydroamino acids: photophysical and electrochemical studies of interaction with DNA about?
A benzothienoindole (BTIN) and a benzofuroindole (BFIN) were synthesized in high yields, as potential new DNA target compounds, using a metal-assisted intramolecular CeN cyclization of the methyl esters of N-(tert-butoxycarbonyl)-b,b-bis(dibenzothien-4-yl or dibenzofur-4-yl)dehydroalanines. The latter were obtained by a bis-Suzuki coupling of a b,b-dibromodehydroalanine with the corresponding heteroarylboronic acids. The absorption and fluorescence properties of the new tetracyclic compounds were studied in different solvents and in the presence of salmon sperm DNA. The results in several solvents show that either BTIN or BFIN can be used as fluorescence solvent sensitive probes. Spectroscopic studies of their interaction with dsDNA allowed to determine binding constant (K i ) values and binding site sizes (n). Fluorescence quenching experiments using iodide ion showed that intercalation is the preferred mode of binding to DNA. From the results obtained, BTIN is the more intercalative compound and has a higher affinity to DNA. The interaction of BTIN with DNA was also studied electrochemically, by using differential pulse voltammetry (DPV) in connection with disposable pencil graph
Who reads New tetracyclic heteroaromatic compounds based on dehydroamino acids: photophysical and electrochemical studies of interaction with DNA?
It is typically read by researchers, students, and practitioners in Chemistry.
- Author
- Maria-João R.P. Queiroz; Elisabete M.S. Castanheira; M. Solange D. Carvalho; Ana S. Abreu; Paula M.T. Ferreira; Hakan Karadeniz; Arzum Erdem
- Publisher
- Elsevier Science; Elsevier ; Elsevier Ltd.; Elsevier BV (ISSN 0040-4020)
- Published
- 2008
- Language
- EN
- Field
- Chemistry (Physical Sciences)