| Publication Type |
Journal Article |
| Title |
Synthesis, Cytotoxicity Evaluation in Human Cell Lines and in Vitro DNA Interaction of a Hetero-Arylidene-9(10H)-Anthrone |
| Authors |
Daniela Peixoto Margarida Figueiredo Gabriela Malta Catarina Roma-Rodrigues Pedro V. Baptista A.R. Fernandes Sonia Barroso A. L. Carvalho Carlos A. M. Afonso Luisa M. Ferreira Paula S. Branco |
| Groups |
|
| Journal |
EUROPEAN JOURNAL OF ORGANIC CHEMISTRY |
| Year |
2018 |
| Month |
January |
| Volume |
|
| Number |
4 |
| Pages |
545-549 |
| Abstract |
A new and never before reported hetero-arylidene-9(10H)-anthrone structure (4) was unexpectedly isolated on reaction of 1,2-dimethyl-3-ethylimidazolium iodide (2) and 9-anthracenecarboxaldehyde (3) under basic conditions. Its structure was unequivocally confirmed by X-ray crystallography. No cytotoxicity in human healthy fibroblasts and in two different cancer cell lines was observed, indicating its applicability in biological systems. Compound 4 interacts with CT-DNA by intercalation between the adjacent base pairs of DNA with a high binding affinity [K-b = 2.0(+/- 0.20)x10(5) m(-1)], which is 10x higher than that described for doxorubicin [K-b = 3.2(+/- 0.23)x10(4) m(-1)]. Furthermore, compound 4 quenches the fluorescence emission of a GelRed-CT-DNA system with a quenching constant (K-SV) of 3.3(+/- 0.3)x10(3) m(-1) calculated by the Stern-Volmer equation. |
| DOI |
http://dx.doi.org/10.1002/ejoc.201701500 |
| ISBN |
|
| Publisher |
|
| Book Title |
|
| ISSN |
1434-193X |
| EISSN |
1099-0690 |
| Conference Name |
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| Bibtex ID |
ISI:000423772600015 |
| Observations |
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