The task of inventing and developing active ingredients with useful biological activities requires a search for novel chemical substructures. This process may trigger the discovery of whole classes of chemicals of potential commercial interest. Similar biological effects can often be achieved by completely different compounds. However, compounds within a given structural family may exhibit quite different biological activities depending on their interactions with different intracellular proteins like enzymes or receptors. By varying the functional groups and structural elements of a lead compound, its interaction with the active site of the target protein, as well as its physicochemical, pharmacokinetic, and dynamic properties can be improved. In this context, the introduction of fluorine into active ingredients has become an important concept in the quest for a modern crop protection product with optimal efficacy, environmental safety, user friendliness, and economic viability. Fluorinated organic compounds represent an important and growing family of commercial agrochemicals. A number of recently developed agrochemical candidates represent novel classes of chemical compounds with new modes of action; several of these compounds contain new fluorinated substituents. However, the complex structure-activity relationships associated with biologically active molecules mean that the introduction of fluorine can lead to either an increase or a decrease in the efficacy of a compound depending on its changed mode of action, physicochemical properties, target interaction, or metabolic susceptibility and transformation. Therefore, it is still difficult to predict the sites in a molecule at which fluorine substitution will result in optimal desired effects.

The Unique Role of Fluorine in the Design of Active Ingredients for Modern Crop Protection

When plants recognize potential opponents, invading pathogens, wound signals, or abiotic stress, they often switch to a primed state of enhanced defense. However, defense priming can also be induced by some natural or synthetic chemicals. In the primed state, plants respond to biotic and abiotic stress with faster and stronger activation of defense, and this is often linked to immunity and abiotic stress tolerance. This review covers recent advances in disclosing molecular mechanisms of priming. These include elevated levels of pattern-recognition receptors and dormant signaling enzymes, transcription factor HsfB1 activity, and alterations in chromatin state. They also comprise the identification of aspartyl-tRNA synthetase as a receptor of the priming activator β-aminobutyric acid. The article also illustrates the inheritance of priming, exemplifies the role of recently identified priming activators azelaic and pipecolic acid, elaborates on the similarity to defense priming in mammals, and discusses the ...

Priming for Enhanced Defense

Contamination of vineyard soils with fungicides: a review of environmental and toxicological aspects.

Advances in understanding molecular mechanisms of fungicide resistance and molecular detection of resistant genotypes in phytopathogenic fungi

▪ Abstract The bc 1 complexes are intrinsic membrane proteins that catalyze the oxidation of ubihydroquinone and the reduction of cytochrome c in mitochondrial respiratory chains and bacterial photosynthetic and respiratory chains. The bc 1 complex operates through a Q-cycle mechanism that couples electron transfer to generation of the proton gradient that drives ATP synthesis. Genetic defects leading to mutations in proteins of the respiratory chain, including the subunits of the bc 1 complex, result in mitochondrial myopathies, many of which are a direct result of dysfunction at catalytic sites. Some myopathies, especially those in the cytochrome b subunit, exacerbate free-radical damage by enhancing superoxide production at the ubihydroquinone oxidation site. This bypass reaction appears to be an unavoidable feature of the reaction mechanism. Cellular aging is largely attributable to damage to DNA and proteins from the reactive oxygen species arising from superoxide and is a major contributing factor i...

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The cytochrome bc1 complex: function in the context of structure.

Strobilurins are one of the most important classes of agricultural fungicide. Their invention was inspired by a group of fungicidally active natural products. The outstanding benefits they deliver are currently being utilised in a wide range of crops throughout the world. First launched in 1996, the strobilurins now include the world's biggest selling fungicide, azoxystrobin. By 2002 there will be six strobilurin active ingredients commercially available for agricultural use. This review describes in detail the properties of these active ingredients--their synthesis, biochemical mode of action, biokinetics, fungicidal activity, yield and quality benefits, resistance risk and human and environmental safety. It also describes the clear technical differences that exist between these active ingredients, particularly in the areas of fungicidal activity and biokinetics.

The strobilurin fungicides.

https://onlinelibrary.wiley.com/doi/pdf/10.1002/ps.813

Review: The strobilurin fungicides

The BCPC Conference: Pests and diseases, Volume 2. Proceedings of an international conference held at the Brighton Hilton Metropole Hotel, Brighton, UK, 13-16 November 2000.

ADEPIDYN (pydiflumetofen) is a new broad-spectrum foliar fungicide and the first example of the new group of N-methoxy-(phenethyl)-pyrazole-carboxamides within the class of succinate dehydrogenase inhibitors (SDHIs) It offers effective and long-lasting disease control across multiple crops, protecting them against a broad range of yield- and quality-reducing diseases, including leaf spots, powdery mildew, and molds In addition, ADEPIDYN delivers as very first SDHI fungicide outstanding performance against Fusarium head blight It has an excellent crop safety profile whether used on its own, in premixes, or in tank mixes In addition to its high intrinsic potency, ADEPIDYN is rapidly taken up into the wax layer of the plant leaves, resulting in an excellent quantitative rainfastness In this chapter, we report the discovery, synthesis, physicochemical, and biokinetic properties as well as biological activity of ADEPIDYN

D. W. Bartlett

Papers

The strobilurin fungicides.

Review: The strobilurin fungicides

The BCPC Conference: Pests and diseases, Volume 2. Proceedings of an international conference held at the Brighton Hilton Metropole Hotel, Brighton, UK, 13-16 November 2000.

ADEPIDYN—the first N-methoxy-substituted carboxamide among the succinate dehydrogenase inhibitors