The interactions of avarone, a quinone from the marine sponge Dysideaavara, and the methylamino derivatives of avarone (2), 3'-(methylamino)avarone (3) and 4'-(methylamino)avarone (4) with calf thymus DNA (CT-DNA) were studied. Agarose gel electrophoreticanalysis showed that binding of the quinones quenched fluorescence of ethidium bromide (EB). The extent of fluorescence quenching of intercalator EB by competitive displacement from EB-CT-DNA system and of groove binder Hoechst 33258 (H) from H-CT-DNA system with the quinones was analyzed by fluorescence spectroscopy. The obtained results demonstrated that the quinones reduced binding of both the intercalator EB and the minor groove binder H, indicating possible degradation of DNA. The substituent on the quinone moiety determined the extent of DNA damaging effect of the quinone, which was the most extensive with 3'-(methylamino)avarone and the least extensive with its regioisomer 4'-(methylamino)avarone. The results were confirmed by t...he observed hyperchromic effects in UV-visible spectra measured after interactions of the derivatives with CT-DNA.
TY - JOUR
AU - Vujčić, Miroslava
AU - Tufegdžić, Srđan
AU - Novaković, Irena
AU - Djikanovic, Daniela
AU - Gašić, Miroslav J.
AU - Sladić, Dušan
PY - 2013
UR - https://cer.ihtm.bg.ac.rs/handle/123456789/1237
AB - The interactions of avarone, a quinone from the marine sponge Dysideaavara, and the methylamino derivatives of avarone (2), 3'-(methylamino)avarone (3) and 4'-(methylamino)avarone (4) with calf thymus DNA (CT-DNA) were studied. Agarose gel electrophoreticanalysis showed that binding of the quinones quenched fluorescence of ethidium bromide (EB). The extent of fluorescence quenching of intercalator EB by competitive displacement from EB-CT-DNA system and of groove binder Hoechst 33258 (H) from H-CT-DNA system with the quinones was analyzed by fluorescence spectroscopy. The obtained results demonstrated that the quinones reduced binding of both the intercalator EB and the minor groove binder H, indicating possible degradation of DNA. The substituent on the quinone moiety determined the extent of DNA damaging effect of the quinone, which was the most extensive with 3'-(methylamino)avarone and the least extensive with its regioisomer 4'-(methylamino)avarone. The results were confirmed by the observed hyperchromic effects in UV-visible spectra measured after interactions of the derivatives with CT-DNA.
PB - Elsevier
T2 - International Journal of Biological Macromolecules
T1 - Studies on the interactions of bioactive quinone avarone and its methylamino derivatives with calf thymus DNA
VL - 62
SP - 405
EP - 410
DO - 10.1016/j.ijbiomac.2013.09.013
ER -
@article{
author = "Vujčić, Miroslava and Tufegdžić, Srđan and Novaković, Irena and Djikanovic, Daniela and Gašić, Miroslav J. and Sladić, Dušan",
year = "2013",
abstract = "The interactions of avarone, a quinone from the marine sponge Dysideaavara, and the methylamino derivatives of avarone (2), 3'-(methylamino)avarone (3) and 4'-(methylamino)avarone (4) with calf thymus DNA (CT-DNA) were studied. Agarose gel electrophoreticanalysis showed that binding of the quinones quenched fluorescence of ethidium bromide (EB). The extent of fluorescence quenching of intercalator EB by competitive displacement from EB-CT-DNA system and of groove binder Hoechst 33258 (H) from H-CT-DNA system with the quinones was analyzed by fluorescence spectroscopy. The obtained results demonstrated that the quinones reduced binding of both the intercalator EB and the minor groove binder H, indicating possible degradation of DNA. The substituent on the quinone moiety determined the extent of DNA damaging effect of the quinone, which was the most extensive with 3'-(methylamino)avarone and the least extensive with its regioisomer 4'-(methylamino)avarone. The results were confirmed by the observed hyperchromic effects in UV-visible spectra measured after interactions of the derivatives with CT-DNA.",
publisher = "Elsevier",
journal = "International Journal of Biological Macromolecules",
title = "Studies on the interactions of bioactive quinone avarone and its methylamino derivatives with calf thymus DNA",
volume = "62",
pages = "405-410",
doi = "10.1016/j.ijbiomac.2013.09.013"
}
Vujčić, M., Tufegdžić, S., Novaković, I., Djikanovic, D., Gašić, M. J.,& Sladić, D.. (2013). Studies on the interactions of bioactive quinone avarone and its methylamino derivatives with calf thymus DNA. in International Journal of Biological Macromolecules
Elsevier., 62, 405-410.
https://doi.org/10.1016/j.ijbiomac.2013.09.013
Vujčić M, Tufegdžić S, Novaković I, Djikanovic D, Gašić MJ, Sladić D. Studies on the interactions of bioactive quinone avarone and its methylamino derivatives with calf thymus DNA. in International Journal of Biological Macromolecules. 2013;62:405-410.
doi:10.1016/j.ijbiomac.2013.09.013 .
Vujčić, Miroslava, Tufegdžić, Srđan, Novaković, Irena, Djikanovic, Daniela, Gašić, Miroslav J., Sladić, Dušan, "Studies on the interactions of bioactive quinone avarone and its methylamino derivatives with calf thymus DNA" in International Journal of Biological Macromolecules, 62 (2013):405-410,
https://doi.org/10.1016/j.ijbiomac.2013.09.013 . .
