Next Article in Journal
Comparative Protective Effect of Nigella sativa Oil and Vitis vinifera Seed Oil in an Experimental Model of Isoproterenol-Induced Acute Myocardial Ischemia in Rats
Previous Article in Journal
Identification of SARS-CoV-2 Receptor Binding Inhibitors by In Vitro Screening of Drug Libraries
Previous Article in Special Issue
Synthesis and Anticancer Activity Evaluation of 5-[2-Chloro-3-(4-nitrophenyl)-2-propenylidene]-4-thiazolidinones
Article

Comparison of Nonheme Manganese- and Iron-Containing Flavone Synthase Mimics

1
Research Group of Bioorganic and Biocoordination Chemistry, University of Pannonia, H-8201 Veszprém, Hungary
2
Division of Materials Chemistry, Ruđer Bošković Institute, Bijenička c. 54, HR-10000 Zagreb, Croatia
*
Author to whom correspondence should be addressed.
Academic Editors: Jadwiga Handzlik and Katarzyna Kucwaj-Brysz
Molecules 2021, 26(11), 3220; https://doi.org/10.3390/molecules26113220
Received: 7 May 2021 / Revised: 25 May 2021 / Accepted: 26 May 2021 / Published: 27 May 2021
Heme and nonheme-type flavone synthase enzymes, FS I and FS II are responsible for the synthesis of flavones, which play an important role in various biological processes, and have a wide range of biomedicinal properties including antitumor, antimalarial, and antioxidant activities. To get more insight into the mechanism of this curious enzyme reaction, nonheme structural and functional models were carried out by the use of mononuclear iron, [FeII(CDA-BPA*)]2+ (6) [CDA-BPA = N,N,N’,N’-tetrakis-(2-pyridylmethyl)-cyclohexanediamine], [FeII(CDA-BQA*)]2+ (5) [CDA-BQA = N,N,N’,N’-tetrakis-(2-quinolilmethyl)-cyclohexanediamine], [FeII(Bn-TPEN)(CH3CN)]2+ (3) [Bn-TPEN = N-benzyl-N,N’,N’-tris(2-pyridylmethyl)-1,2-diaminoethane], [FeIV(O)(Bn-TPEN)]2+ (9), and manganese, [MnII(N4Py*)(CH3CN)]2+ (2) [N4Py* = N,N-bis(2-pyridylmethyl)-1,2-di(2-pyridyl)ethylamine)], [MnII(Bn-TPEN)(CH3CN)]2+ (4) complexes as catalysts, where the possible reactive intermediates, high-valent FeIV(O) and MnIV(O) are known and well characterised. The results of the catalytic and stoichiometric reactions showed that the ligand framework and the nature of the metal cofactor significantly influenced the reactivity of the catalyst and its intermediate. Comparing the reactions of [FeIV(O)(Bn-TPEN)]2+ (9) and [MnIV(O)(Bn-TPEN)]2+ (10) towards flavanone under the same conditions, a 3.5-fold difference in reaction rate was observed in favor of iron, and this value is three orders of magnitude higher than was observed for the previously published [FeIV(O)(N2Py2Q*)]2+ [N,N-bis(2-quinolylmethyl)-1,2-di(2-pyridyl)ethylamine] species. View Full-Text
Keywords: flavone synthase; iron(IV)-oxo; manganese(IV)-oxo; oxidation; kinetic studies flavone synthase; iron(IV)-oxo; manganese(IV)-oxo; oxidation; kinetic studies
Show Figures

Figure 1

MDPI and ACS Style

Lakk-Bogáth, D.; Juraj, N.P.; Meena, B.I.; Perić, B.; Kirin, S.I.; Kaizer, J. Comparison of Nonheme Manganese- and Iron-Containing Flavone Synthase Mimics. Molecules 2021, 26, 3220. https://doi.org/10.3390/molecules26113220

AMA Style

Lakk-Bogáth D, Juraj NP, Meena BI, Perić B, Kirin SI, Kaizer J. Comparison of Nonheme Manganese- and Iron-Containing Flavone Synthase Mimics. Molecules. 2021; 26(11):3220. https://doi.org/10.3390/molecules26113220

Chicago/Turabian Style

Lakk-Bogáth, Dóra, Natalija P. Juraj, Bashdar I. Meena, Berislav Perić, Srećko I. Kirin, and József Kaizer. 2021. "Comparison of Nonheme Manganese- and Iron-Containing Flavone Synthase Mimics" Molecules 26, no. 11: 3220. https://doi.org/10.3390/molecules26113220

Find Other Styles
Note that from the first issue of 2016, MDPI journals use article numbers instead of page numbers. See further details here.

Article Access Map by Country/Region

1
Back to TopTop