Natural and synthetic cytokinins and their applications in biotechnology, agrochemistry and medicine

Oshchepkov, Maxim; Kalistratova, Antonida V.; Savelieva, Ekaterina M.; Romanov, Georgy A.; Bystrova, N. A.; Кочетков, К. А.

doi:10.1070/rcr4921

Cited by 30 publications

(23 citation statements)

References 180 publications

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“…Work is in progress to answer these questions and further studies are required to verify if, thanks to their contemporary dual effect, even BDPUs could be positively employed in biotechnology, cosmetics, precise agricultural practice as recently suggested for natural cytokinins and synthetic cytokinin-like compounds (Oshchepkov et al 2020).…”

Section: Resultsmentioning

confidence: 99%

The adjuvant activity of two urea derivatives on cytokinins: an example of serendipitous dual effect

et al. 2021

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The aim of this study was to investigate the action spectrum of two urea derivatives, the 1,3-di(benzo[d]oxazol-5-yl)urea (5-BDPU) and the 1,3-di(benzo[d]oxazol-6-yl)urea (6-BDPU). In order to evaluate a possible adjuvant activity on cytokinins the compounds alone or in the simultaneous presence of different cytokinins were assayed either on in vitro typical cytokinin-related bioassays, or on in planta interaction with cytokinin signal transduction pathway. The compounds ability to activate the cytokinin receptor CRE1/AHK4 was studied either by a heterologous bacterial assay or by a competitive binding assay and docking simulations were performed with the crystal structure of the same receptor. Then, owing to their chemical structure which resembles that of urea-type cytokinins, the ability of 5- and 6-BDPU to inhibit the activity of cytokinin oxidase/dehydrogenase of Zea mays (ZmCKX1) was investigated and docking simulations were performed as well. Accordingly to the experimental results, we speculate that BDPUs could show a dual activity: the blocking of the conformational re-adaption of CRE1/AHK4 receptor maintaining the cytokinin inside its binding pocket, thus possibly enhancing its kinase action; the inhibition of cytokinin oxidase/dehydrogenase activity thus possibly preventing its cleavage of natural cytokinins with isoprenoid side chain. Graphic abstract

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Section: Resultsmentioning

confidence: 99%

The adjuvant activity of two urea derivatives on cytokinins: an example of serendipitous dual effect

et al. 2021

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“…Another type of synthetic CKs comprises derivatives of phenylurea, such as diphenylurea (DPU), N -(2-chloro-4-pyridyl)- N ′-phenylurea (CPPU), thidiazuron (TDZ), and its monohydroxylated derivatives [ 5 , 31 , 47 ]. Chemical synthesis is also employed to produce novel CK derivatives [ 18 , 53 ].…”

Section: The Structural Variety Of Naturally Occurring and Synthetmentioning

confidence: 99%

Differential Subcellular Distribution of Cytokinins: How Does Membrane Transport Fit into the Big Picture?

Nedvěd

Hošek

Klíma

et al. 2021

IJMS

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Cytokinins are a class of phytohormones, signalling molecules specific to plants. They act as regulators of diverse physiological processes in complex signalling pathways. It is necessary for plants to continuously regulate cytokinin distribution among different organs, tissues, cells, and compartments. Such regulatory mechanisms include cytokinin biosynthesis, metabolic conversions and degradation, as well as cytokinin membrane transport. In our review, we aim to provide a thorough picture of the latter. We begin by summarizing cytokinin structures and physicochemical properties. Then, we revise the elementary thermodynamic and kinetic aspects of cytokinin membrane transport. Next, we review which membrane-bound carrier proteins and protein families recognize cytokinins as their substrates. Namely, we discuss the families of “equilibrative nucleoside transporters” and “purine permeases”, which translocate diverse purine-related compounds, and proteins AtPUP14, AtABCG14, AtAZG1, and AtAZG2, which are specific to cytokinins. We also address long-distance cytokinin transport. Putting all these pieces together, we finally discuss cytokinin distribution as a net result of these processes, diverse in their physicochemical nature but acting together to promote plant fitness.

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“…In Russia, efforts to create plant growth regulators were initiated as early as the in the 1970's. Over the past years, synthetic PGR with a wide range of biological activity have been created, enhancing the productivity of cultivated plants due to the structural similarity to natural plant hormones, which increases their resistance to a complex of adverse environmental factors (Razina et al, 2018;Oshchepkov et al, 2020).…”

Section: Introductionmentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

“…Earlier we reported (Oshchepkov et al, 2020) that substances structurally similar to compound 1 demonstrate a protective effect against herbicides with hormonal and antimetabolic mechanisms of action and, therefore, they can be used to increase the selectivity of herbicides and for growing crops on soils contaminated with herbicides. Therefore, intensive investigation and testing of biological activity of new analogues of PGR, whose synthesis method is safer and easier to implement technologically (Oshchepkov et al, 2020) are in high demand. Previously, for compounds of the same class, we carried out preliminary tests on tobacco cell culture (growth tests under controlled conditions) and showed that tested compounds have an evident, although multidirectional effect on the metabolic processes (Kovalenko et al, 2020).…”

Section: Introductionmentioning

confidence: 99%

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Wheat (Triticum aestivum L.) Reaction to New Bifunctional Carbamate Compounds

Kalistratova¹,

Oshchepkov²,

Ivanova³

et al. 2021

JAS

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Extreme environmental conditions increase the risk of abiotic stresses in plants, which reduce productivity of land. The investigation and developmentof synthetic approach to new antistress compounds, increasing the resistance of plants to negative factors, are relevant to the present. The objective of this study was to synthesize and to test the effect of a series of new carbamate and oxamate plant growth regulators on early vegetation processes of wheat (Triticum aestivum L.). Three independent series of experiments were conducted using lipophilic compounds N-(2,4-Dimethylphenyl)-N’-i-propoxycarbonylaminoethylurea (1) and O-Isopropyl-N-[2-(4-methylphenylaminocarbonyloxy)etyl]oxamate (2) and water-soluble compounds O-i-Propyl-N-(2-hydroxyethylamino)carbamate (3) and O-i-Propyl-N-(2-hydroxyethyl)oxamate (4). Strong stimulating effect on shoots and roots growth in the wheat was found for all studied compounds in all experiments. The highest germination rate (89.6-96.3%) was registered for compound 4. The use of the studied substances 1, 3 and 4 in all cases leads to significant increase in the Seedling Vigor Index (SVI). The high energy index of compounds 3 and 4 can lead to increased photosynthesis and, as a result, to an increase in crop yield. Based on the data obtained on the values of relative water content (RWC) indicators and their components, it can be assumed that all plants after treatment with substances 1-4 are able to tolerate unfavorable weather phenomena. Experimental results show that the percentage of plant recovery after resuming watering was 84-100%. Thus, the data obtained indicate that the synthesized compounds exhibit antistress and growth regulatory activity.

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Natural and synthetic cytokinins and their applications in biotechnology, agrochemistry and medicine

Cited by 30 publications

References 180 publications

The adjuvant activity of two urea derivatives on cytokinins: an example of serendipitous dual effect

The adjuvant activity of two urea derivatives on cytokinins: an example of serendipitous dual effect

Differential Subcellular Distribution of Cytokinins: How Does Membrane Transport Fit into the Big Picture?

Wheat (Triticum aestivum L.) Reaction to New Bifunctional Carbamate Compounds

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