Herbicidal potential of pyrenophorol isolated from aDrechslera avenae pathotype

Kastanias, Michael A; Chrysayi-Tokousbalides, Maria

doi:10.1002/(sici)1526-4998(200003)56:3<227::aid-ps115>3.0.co;2-a

Cited by 57 publications

(14 citation statements)

References 28 publications

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“…When assayed on leaf segments of wheat stagonolide K and herbarumin I led to the development of the "green islands" (Figure 6). The similar "green island" effect was observed on cereals leaves treated with pyrenophorol and zinniol [14,40]. In zinniol-treated barley leaf tissues the enhanced chlorophyll retention was demonstrated [40].…”

Section: Discussionsupporting

confidence: 65%

“…For this reason, leaf bioassays for the rapid screening of phytotoxic compounds include the wounding of the leaf surface prior to toxin application (the leaf puncture assay) or vacuum and syringe infiltration. However, these bioassays are not good indicators for herbicidal activity of natural compounds in vivo [5,[14][15][16][17][18][19]. In the case of chemical herbicides, the problem of their effective absorption into plant tissues is often solved by supplementation with the appropriate adjuvants (surfactants, penetrants, etc.).…”

Section: Introductionmentioning

confidence: 99%

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Effect of Adjuvants on Herbicidal Activity and Selectivity of Three Phytotoxins Produced by the Fungus, Stagonospora cirsii

Dubovik

Dalinova

Berestetskiy

2020

Plants

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The use of many fungal phytotoxins as natural herbicides is still limited because they cannot penetrate leaf cuticle without injury and a little is known on their selectivity. In order to assess the herbicidal potential of phytotoxic 10-membered lactones (stagonolide A, stagonolide K, and herbarumin I), the selection of adjuvants, the evaluation of selectivity of the toxins and the efficacy of their formulations were performed. Among four adjuvants tested, Hasten™ (0.1%, v/v) increased phytotoxic activity of all the toxins assayed on non-punctured leaf discs of Sonchus arvensis. When assayed on intact leaf fragments of 18 plants species, 10 species were low to moderately sensitive to stagonolide A, while just five and three species were sensitive to stagonolide K and herbarumin I, respectively. Both leaf damage or addition of Hasten™ (0.1%) to the formulations of the compounds considerably increased or altered the sensitivity of plants to the toxins. Stagonolide A was shown to be non-selective phytotoxin. The selectivity profile of stagonolide K and herbarumin I depended on the leaf wounding or the adjuvant addition. Stagonolide A and herbarumin I formulated in 0.5% Hasten™ showed considerable herbicidal effect on S. arvensis aerial shoots. This study supported the potential of the oil-based adjuvant Hasten™ to increase the herbicidal efficacy of natural phytotoxins.

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Section: Discussionsupporting

confidence: 65%

Section: Introductionmentioning

confidence: 99%

Effect of Adjuvants on Herbicidal Activity and Selectivity of Three Phytotoxins Produced by the Fungus, Stagonospora cirsii

Dubovik

Dalinova

Berestetskiy

2020

Plants

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“…Other somewhat host-selective phytotoxins for weeds have been proposed, but not adequately tested. These include pyrenophorol (Figure 1) for wild oat (Avena fatua L.) control (Kastanias and Chrysayi-Tokousbalides 2000) and maculosin ( Figure 1) for spotted knapweed (Bobylev et al 1996).…”

Section: Products Of Plant Pathogensmentioning

confidence: 99%

Invited Paper: Chemicals from nature for weed management

et al. 2002

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Natural products represent a vast repository of materials and compounds with evolved biological activity, including phytotoxicity. Some of these compounds can be used directly or as templates for herbicides. The molecular target sites of these compounds are often unique. Strategies for the discovery of these materials and compounds are outlined. Numerous examples of individual phytotoxins and crude preparations with weed management potential are provided. An example of research to find a natural product solution of a unique pest management problem (blue-green algae in aquaculture) is described. Finally, the problems associated with natural products for pest control are discussed.

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“…The crude product was purified by column chromatography on silica gel (30% EtOAc in pet. ether) to give the corresponding diol (3) (7). To a mixture of diol (3) (4.26 g, 10.97 mmol) in dry dichloromethane (30 mL) was added p-toluenesulfonyl chloride (2.08 g, 10.97 mmol), triethylamine (2.2 mL, 16.45 mmol).…”

Section: Methodsmentioning

confidence: 99%

An alternative stereoselective synthesis of (-)-1-tetrahydropyrenophorol

Madala¹,

Raman²,

Sastry³

et al. 2018

Arkivoc

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Macrodiolides have become highly attractive target molecules because of their interesting structural features and biological properties, including antibacterial, antifungal, cytotoxic, and phytotoxic activity. A simple and efficient synthesis of the macrocyclic dilactone, (-)-1-tetrahydropyrenophorol, has been accomplished from commercially available compounds. The synthesis utilizes regioselective ring opening of a chiral epoxide, followed by asymmetric dihydroxylation and a Mitsunobu reaction for the construction of the macrolactone.

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Herbicidal potential of pyrenophorol isolated from aDrechslera avenae pathotype

Cited by 57 publications

References 28 publications

Effect of Adjuvants on Herbicidal Activity and Selectivity of Three Phytotoxins Produced by the Fungus, Stagonospora cirsii

Effect of Adjuvants on Herbicidal Activity and Selectivity of Three Phytotoxins Produced by the Fungus, Stagonospora cirsii

Invited Paper: Chemicals from nature for weed management

An alternative stereoselective synthesis of (-)-1-tetrahydropyrenophorol

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