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Evaluation of new Cu(II) complexes as a novel class of inhibitors against plant carbonic anhydrase, glutathione reductase, and photosynthetic activity in photosystem II

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Abstract

Increasing inefficiency of production of important agricultural plants raises one of the biggest problems in the modern world. Herbicide application is still the best method of weed management. Traditional herbicides blocking only one of the plant metabolic pathways is ineffective due to the rapid growth of herbicide-resistant weeds. The synthesis of novel compounds effectively suppressing several metabolic processes, and therefore achieving the synergism effect would serve as the alternative approach to weed problem. For this reason, recently, we synthesized a series of nine novel Cu(II) complexes and four ligands, characterized them with different analyses techniques, and carried out their primary evaluation as inhibitors of photosynthetic electron transfer in spinach thylakoids (design, synthesis, and evaluation of a series of Cu(II) based metal–organic complexes as possible inhibitors of photosynthesis, J Photochem Photobiol B, submitted). Here, we evaluated in vitro inhibitory potency of these agents against: photochemistry and carbonic anhydrase activity of photosystem II (PSII); α-carbonic anhydrase from bovine erythrocytes; as well as glutathione reductase from chloroplast and baker’s yeast. Our results show that all Cu(II) complexes excellently inhibit glutathione reductase and PSII carbonic anhydrase activity. Some of them also decently inhibit PSII photosynthetic activity.

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Abbreviations

PSII, PSI:

Photosystem II and photosystem I, respectively

GSH:

Reduced glutathione

GSSG:

Oxidized glutathione disulfide

F o, F m :

Minimum and maximum chlorophyll fluorescence intensity emitted by dark-acclimated samples, respectively

F v/F m :

Maximum quantum yield of primary photosystem II photochemistry

EDTA:

Ethylenediaminetetraacetic acid

TyrZ:

Tyrosine Z, redox active tyrosines in the D1 protein of PSII

P680 :

PSII reaction center chlorophyll dimer

GR:

Glutathione reductase

DMSO:

Dimethyl sulfoxide

CA:

Carbonic anhydrase

Q A, Q B :

Primary and secondary quinone electron acceptors of PSII

NADFH:

Nicotinamide adenine dinucleotide phosphate, reduced form

QSAR:

Quantitative structure–activity relationship

IC50 :

Half maximal inhibitory concentration

pIC50 :

−log10(IC50)

HOMO:

Highest occupied molecular orbital

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Acknowledgements

This study has been supported by the Scientific and Technological Research Council of Turkey (TUBITAK-Project No. 212T089), by the Grants from Russian Foundation for Basic Research (Nos. 16-34-50257, 17-04-01011, 17-54-560012, 17-04-01289), and by Molecular and Cell Biology Programs from Russian Academy of Sciences.

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Authors and Affiliations

  1. Controlled Photobiosynthesis Laboratory, Institute of Plant Physiology, Russian Academy of Sciences, Botanicheskaya Street 35, Moscow, Russia, 127276

    Margarita V. Rodionova, Vladimir D. Kreslavski & Suleyman I. Allakhverdiev

  2. Institute of Basic Biological Problems, Russian Academy of Sciences, Institutskaya Street 2, Pushchino, Moscow Region, Russia, 142290

    Sergei K. Zharmukhamedov, Alexandr V. Shitov, Vladimir D. Kreslavski, Vyacheslav V. Klimov & Suleyman I. Allakhverdiev

  3. Department of Chemistry, Science Faculty, Gazi University, Teknikokullar, Ankara, Turkey

    Mehmet Sayım Karacan, Kubra Begum Venedik, Serhat Mamaş & Nurcan Karacan

  4. Department of Chemistry and Process Engineering, Faculty of Engineering-Architecture, Ahi Evran University, Kirsehir, Turkey

    Turgay Tunç

  5. Department of Plant Physiology, Faculty of Biology, M.V. Lomonosov Moscow State University, Leninskie Gory 1-12, Moscow, Russia, 119991

    Suleyman I. Allakhverdiev

  6. Bionanotechnology Laboratory, Institute of Molecular Biology and Biotechnology, Azerbaijan National Academy of Sciences, Baku, Azerbaijan

    Suleyman I. Allakhverdiev

Authors
  1. Margarita V. Rodionova
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  2. Sergei K. Zharmukhamedov
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  3. Mehmet Sayım Karacan
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  4. Kubra Begum Venedik
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  5. Alexandr V. Shitov
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  6. Turgay Tunç
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  7. Serhat Mamaş
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  8. Vladimir D. Kreslavski
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  9. Nurcan Karacan
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  10. Vyacheslav V. Klimov
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  11. Suleyman I. Allakhverdiev
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Correspondence to Nurcan Karacan or Suleyman I. Allakhverdiev.

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Rodionova, M.V., Zharmukhamedov, S.K., Karacan, M.S. et al. Evaluation of new Cu(II) complexes as a novel class of inhibitors against plant carbonic anhydrase, glutathione reductase, and photosynthetic activity in photosystem II. Photosynth Res 133, 139–153 (2017). https://doi.org/10.1007/s11120-017-0392-9

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