2004
DOI: 10.1002/ps.980
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Herbicidal indolizine‐5,8‐diones: photosystem I redox mediators

Abstract: 6,7-Disubstituted indolizine-5,8-diones showed activity as herbicides, giving rapid desiccation symptomology in whole-plant tests and bleaching in leaf-disc assays. In isolated chloroplasts, such compounds initiated rapid uptake of oxygen in Photosystem I. A redox mediator mode of action was further supported by electrochemical studies. Several compounds described had low photostability, high volatility, hydrolytic instability or reactivity with glutathione. The detrimental effects that these factors may have … Show more

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Cited by 48 publications
(19 citation statements)
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“…Certainly redox properties do not, by themselves, account for the unique effectiveness of paraquat as a PS1 herbicide. Examples of isoquinoline triones 29 and disubstituted indolizine-5,8-diones 30 exhibited similar redox potentials to paraquat as well as similar or better abilities to transfer electrons from PSI to dioxygen, as measured in realistic in vitro PSI assays. While some of these molecules may have been compromised by hydrolytic or photolytic instability, others were appreciably active as herbicides.…”
Section: Paraquat Movement and Uptake Into Cellsmentioning
confidence: 88%
“…Certainly redox properties do not, by themselves, account for the unique effectiveness of paraquat as a PS1 herbicide. Examples of isoquinoline triones 29 and disubstituted indolizine-5,8-diones 30 exhibited similar redox potentials to paraquat as well as similar or better abilities to transfer electrons from PSI to dioxygen, as measured in realistic in vitro PSI assays. While some of these molecules may have been compromised by hydrolytic or photolytic instability, others were appreciably active as herbicides.…”
Section: Paraquat Movement and Uptake Into Cellsmentioning
confidence: 88%
“…In simulated sunlight tests in the laboratory, using thin films on glass slides in order to predict stability under field conditions, crocacins A 8 and D 11 had very poor photostability, with 50% of parent compound being lost in 7 and 37 minutes respectively 16. These properties would severely limit their practical use, and would have to be addressed in a programme of chemistry to find useful analogues.…”
Section: Introductionmentioning
confidence: 99%
“…It is a well-known pharmacophore responsible for various promising pharmacological properties. For instance, indolizines were found to exhibit analgesic [8], anticancer [9,10], antidiabetic [11], antihistaminic [12], anti-inflammatory [13,14], antileishmanial [15], antimicrobial [16], antimutagenic [17], antioxidant [18], antiviral [19], larvicidal [20,21], and herbicidal [22] activities. However, the anti-TB activity of indolizine is poorly documented in the literature [23][24][25][26].…”
Section: Introductionmentioning
confidence: 99%