Sydnonimines as Exogenous NO Donors

Khmel'nitskaya, E. Yu.; Levina, V. I.; Трухачева, Л. А.; Grigoriev, N. B.; Калинин, В. Н.; Cherepanov, I. A.; Lebedev, S. N.; Граник, В. Г.

doi:10.1002/chin.200546121

Cited by 2 publications

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“…The capability of sydnone imines to function as nitrogen oxide donors is described in detail in a number of papers [66][67][68] and a review on their synthesis and properties has been published [32]. Sydnone imines are sensitive to oxygen and light and it decomposes --in addition to nitric oxide -to form a super oxide radical anion, peroxynitrite and a hydroxyl radical [69].…”

Section: Sin-1cmentioning

confidence: 99%

Sydnone imines as a new class of promising plant growth modulators and potential drought-protective phytoeffectors – a first experimental structure-activity-analysis overview

Cherevatskaya

Cherepanov

Kalganova

et al. 2022

Preprint

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Due to the oncoming climate changes, drought is the factor dramatically affecting crop yields and quality of produced foods. Therefore, to meet the growing food demand of the human population, improvement of drought tolerance of the currently cultured crops is required. The knowledge of the molecular mechanisms behind, e.g., drought tolerance provides a versatile instrument to correct the plant metabolism by chemical tools and to increase, thereby, their adaptive potential. This will preserve crop productivity and quality under water deficit conditions. Endogenously produced nitric oxide (NO) is one of the key signaling factors activating drought tolerance mechanisms in plants. Thus, application of synthetic NO donors as drought-protective phytoeffectors might support maintaining plant growth and productivity under dehydration conditions. Sydnone imines (Sydnonimines) are a class of clinically established mesoionic heterocyclic NO donors which represent a promising candidate group for such phytoeffectors. Therefore, here we provide an overview of the current progress in application of sydnone imines as exogenous NO donors in plants with a special emphasis on their potential as herbicides as well as herbicide antidotes, growth stimulants and suggest a deeper look into them as drought protectors, applicable to different plant species. We specifically address the structure-activity relationships in the context of the growth modulating activity of sydnone imines. According to the actual state of the art, growth-stimulating or antidote effects sre typical for 4-(α-hydroxybenzyl) derivatives of sydnone imines containing an alkyl substituent in position N-3. The nature of the substituent of the N-6 atom has a significant influence on the activity profile and the intensity of the effect. Nevertheless, further investigations are necessary to establish reliable structure-activity relationships (SAR). Consequently, sydnone imines might be considered as promising phytoeffector candidates, which are expected to exert either protective effects on plants growing under unfavorable conditions, or herbicidal ones, depending on the exact structure

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Section: Sin-1cmentioning

confidence: 99%

Sydnone imines as a new class of promising plant growth modulators and potential drought-protective phytoeffectors – a first experimental structure-activity-analysis overview

Cherevatskaya

Cherepanov

Kalganova

et al. 2022

Preprint

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“…The most studied application of iminosydnones is their capability of exogenous NO release under physiological conditions [ 56 ]. Several sydnone imines possessing good NO-donor profiles were discovered as possible drug candidates due to their vasodilating and antihypertensive action.…”

Section: Sydnone Iminesmentioning

confidence: 99%

Recent Advances in the Synthesis and Biomedical Applications of Heterocyclic NO-Donors

Ферштат

Zhilin

2021

Molecules

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Nitric oxide (NO) is a key signaling molecule that acts in various physiological processes such as cellular metabolism, vasodilation and transmission of nerve impulses. A wide number of vascular diseases as well as various immune and neurodegenerative disorders were found to be directly associated with a disruption of NO production in living organisms. These issues justify a constant search of novel NO-donors with improved pharmacokinetic profiles and prolonged action. In a series of known structural classes capable of NO release, heterocyclic NO-donors are of special importance due to their increased hydrolytic stability and low toxicity. It is no wonder that synthetic and biochemical investigations of heterocyclic NO-donors have emerged significantly in recent years. In this review, we summarized recent advances in the synthesis, reactivity and biomedical applications of promising heterocyclic NO-donors (furoxans, sydnone imines, pyridazine dioxides, azasydnones). The synthetic potential of each heterocyclic system along with biochemical mechanisms of action are emphasized.

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Sydnonimines as Exogenous NO Donors

Abstract: Oxadiazole derivatives R 0290Sydnonimines as Exogenous NO Donors -[properties of sydnonimines (I) as nitrogen oxide donors]. -(KHMEL'NITSKAYA, E. Y.; LEVINA, V. I.; TRUKHACHEVA, L. A.; GRIGORIEV, N. B.; KALININ, V. N.; CHEREPANOV, I. A.; LEBEDEV, S. N.; GRANIK*, V. G.; Russ.

Cited by 2 publications

References 1 publication

Sydnone imines as a new class of promising plant growth modulators and potential drought-protective phytoeffectors – a first experimental structure-activity-analysis overview

Sydnone imines as a new class of promising plant growth modulators and potential drought-protective phytoeffectors – a first experimental structure-activity-analysis overview

Recent Advances in the Synthesis and Biomedical Applications of Heterocyclic NO-Donors

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