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Tautomerism in 11-Hydroxyaklavinone: A DFT Study

The antharquinone-based chromophore of 11-hydroxyaklavinone is present in the structure of an anticancer agent, daunomycin. On the other hand, aklavinone is the parent aglycone of certain anthracycline antibiotics that possess anti-cancer activity too. The structures of aklavinone and its 11-hydroxy...

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Detalles Bibliográficos
Autor principal: Türker, Lemi
Formato: Online Artículo Texto
Lenguaje:English
Publicado: The Scientific World Journal 2012
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3353482/
https://www.ncbi.nlm.nih.gov/pubmed/22623911
http://dx.doi.org/10.1100/2012/526289
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author Türker, Lemi
author_facet Türker, Lemi
author_sort Türker, Lemi
collection PubMed
description The antharquinone-based chromophore of 11-hydroxyaklavinone is present in the structure of an anticancer agent, daunomycin. On the other hand, aklavinone is the parent aglycone of certain anthracycline antibiotics that possess anti-cancer activity too. The structures of aklavinone and its 11-hydroxy derivative have many –OH groups, and two keto groups which may take place in certain tautomeric equilibria. Of these tautomeric forms, presently the one involving the anthraquinone based tautomers of 11-hydroxyaklavinone has been investigated quantum chemically in the framework of the density functional theory at the levels of RB3LYP/6-31G(d) and RB3LYP/6-31G(d,p).
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spelling pubmed-33534822012-05-23 Tautomerism in 11-Hydroxyaklavinone: A DFT Study Türker, Lemi ScientificWorldJournal Research Article The antharquinone-based chromophore of 11-hydroxyaklavinone is present in the structure of an anticancer agent, daunomycin. On the other hand, aklavinone is the parent aglycone of certain anthracycline antibiotics that possess anti-cancer activity too. The structures of aklavinone and its 11-hydroxy derivative have many –OH groups, and two keto groups which may take place in certain tautomeric equilibria. Of these tautomeric forms, presently the one involving the anthraquinone based tautomers of 11-hydroxyaklavinone has been investigated quantum chemically in the framework of the density functional theory at the levels of RB3LYP/6-31G(d) and RB3LYP/6-31G(d,p). The Scientific World Journal 2012-05-01 /pmc/articles/PMC3353482/ /pubmed/22623911 http://dx.doi.org/10.1100/2012/526289 Text en Copyright © 2012 Lemi Türker. https://creativecommons.org/licenses/by/3.0/ This is an open access article distributed under the Creative Commons Attribution License, which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited.
spellingShingle Research Article
Türker, Lemi
Tautomerism in 11-Hydroxyaklavinone: A DFT Study
title Tautomerism in 11-Hydroxyaklavinone: A DFT Study
title_full Tautomerism in 11-Hydroxyaklavinone: A DFT Study
title_fullStr Tautomerism in 11-Hydroxyaklavinone: A DFT Study
title_full_unstemmed Tautomerism in 11-Hydroxyaklavinone: A DFT Study
title_short Tautomerism in 11-Hydroxyaklavinone: A DFT Study
title_sort tautomerism in 11-hydroxyaklavinone: a dft study
topic Research Article
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3353482/
https://www.ncbi.nlm.nih.gov/pubmed/22623911
http://dx.doi.org/10.1100/2012/526289
work_keys_str_mv AT turkerlemi tautomerismin11hydroxyaklavinoneadftstudy