title: Tautomerism in 11-hydroxyaklavinone: a DFT study.
abstract: 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).
authors.affiliation: Department of Chemistry, Middle East Technical University, Ankara, Turkey. lturker@metu.edu.tr
authors.forename: Lemi
authors.initials: L
authors.lastname: Türker
mesh_terms: D000970:Antineoplastic Agents / Q000737:chemistry*; D055598:Chemical Phenomena; D003630:Daunorubicin / Q000031:analogs & derivatives* / Q000737:chemistry; D007536:Isomerism; D015394:Molecular Structure; D009279:Naphthacenes / Q000737:chemistry; D011789:Quantum Theory; D013055:Spectrophotometry, Infrared
chemical_list: D000970:Antineoplastic Agents; D009279:Naphthacenes; C027832:aklavinone; D003630:Daunorubicin