Studies on the interactions of bioactive quinone avarone and its methylamino derivatives with calf thymus DNA
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2013
Authors
Vujčić, Miroslava
Tufegdžić, Srđan

Novaković, Irena

Djikanovic, Daniela
Gašić, Miroslav J.
Sladić, Dušan

Article (Published version)

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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.
Keywords:
Avarol / Avarone / 3 '-(Methylamino)avarone / 4 '-(Methylamino)avarone / Calf thymus DNA / Fluorescence measurementsSource:
International Journal of Biological Macromolecules, 2013, 62, 405-410Publisher:
- Elsevier
Funding / projects:
DOI: 10.1016/j.ijbiomac.2013.09.013
ISSN: 0141-8130
PubMed: 24080453
WoS: 000329881200060
Scopus: 2-s2.0-84886041638
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IHTMTY - 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 . .