Tautomerism in 11-Hydroxyaklavinone: A DFT Study

Download

10.11002012526289.pdf

Date

2012

Author

Türker, Lemi

Metadata

Show full item record

This work is licensed under a Creative Commons Attribution-NonCommercial-NoDerivatives 4.0 International License.

Item Usage Stats

97
views

129
downloads

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).

Subject Keywords

ACLACINOMYCIN-A, ANTHRACYCLINE ANTIBIOTICS, SEMIEMPIRICAL METHODS, DENSITY, OPTIMIZATION, PARAMETERS, AKLAVINONE

URI

https://hdl.handle.net/11511/51283

Journal

The Scientific World Journal

DOI

https://doi.org/10.1100/2012/526289

Collections

Department of Chemistry, Article

Suggestions

OpenMETU
Core

Squaramide catalyzed alpha-chiral amine synthesis Karahan, SEDA; Tanyeli, Cihangir (2018-10-17) Enantiomerically pure alpha-chiral amines, have been commonly utilized as resolving agents and chiral auxiliaries and are currently found in 40% of active pharmaceutical ingredients. Hence, development of highly stereoselective metal-free protocols regarding atom-economy and large-scale applications becomes a major issue. In this respect, chiral bifunctional H-bonding squaramides have been successfully applied for both amine synthesis and functionalization of amines in the last decade. This survey summarize...
Electrochromic Properties of a Copolymer of 1-4-Di[2,5-di(2-thieny1)-1H-1-pyrroly1]benzene with EDOT KİRALP, S; ÇAMURLU, PINAR; Günbaş, Emrullah Görkem; Tanyeli, Cihangir; AKHMEDOV, I; Toppare, Levent Kamil (2009-04-15) Homopolymer of 1-4-di[2,5-di(2-thienyl)- 1H-1-pyrroly1]benzene and its copolymer with 3,4-ethylenedioxythiophene (EDOT) were electrochemically synthesized and characterized. Resulting homopolymer and copolymer films have distinct electrochromic properties. At the neutral state, homopolymer has lambda(max) due to the pi-pi* transition as 410 nm and E-g was calculated as 2.03 eV. The resultant copolymer revealed multichromism through the entire visible region, displaying red-violet, brownish yellow green, and...
Peptide-based diagnostic and therapeutic agents: Where we are and where we are heading? PARLAK KHALİLY, MELEK; Soydan, Medine (2022-11-01) Peptides are increasingly present in all branches of medicine as innovative drugs, imaging agents, theragnostic, and constituent moieties of other sophisticated drugs such as peptide-drug conjugates. Due to new developments in chemical synthesis strategies, computational biology, recombinant technology, and chemical biology, peptide drug development has made a great progress in the last decade. Numerous natural peptides and peptide mimics have been obtained and studied, covering multiple therapeutic areas. ...
Covalently immobilized tris(triazolyl) methanol-Cu(I) complexes: highly active and recyclable catalysts for CuAAC reactions ÖZKAL, Erhan; Özçubukçu, Salih; JİMENO, Ciril; Pericas, Miquel A. (2012-01-01) Tris(1-benzyl-1H-1,2,3-triazol-4-yl)methanol (3), a highly efficient ligand for CuAAC reactions, has been immobilized onto Merrifield resins through different strategies. The S(N)2-supported Cu complex (8) is stable in water and under air; it is active at low catalyst loadings (1 mol%) and at low concentration (down to 0.125 M) in both aqueous and purely organic media. Resin 8 can be repeatedly reused in 1 : 1 MeOH-water for short reaction times (4 h) with the only precaution of Cu(I) reloading every five c...
Exciton Dynamics of Colloidal Semiconductor Quantum Well Stacks Erdem, Onur; Guzelturk, Burak; Olutas, Murat; Keleştemur, Yusuf; Demir, Hilmi Volkan (2018-01-01) Colloidal semiconductor nanoplatelets (NPLs) have recently emerged as a new class of colloidal nanocrystals. NPLs are quasi two-dimensional nanocrystals having atomically flat surfaces and have unique properties such as narrow photoluminescence (PL) emission (similar to 10 nm) and giant oscillator strength. NPLs can be self-assembled into stacks. These are one-dimensional superstructures that can contain tens or hundreds of NPLs in one chain.

Citation Formats

L. Türker, “Tautomerism in 11-Hydroxyaklavinone: A DFT Study,” The Scientific World Journal, pp. 1–7, 2012, Accessed: 00, 2020. [Online]. Available: https://hdl.handle.net/11511/51283.