Phthalimide‐derived strigolactone mimics as germinating agents for seeds of parasitic weeds

Cala, Antonio; Ghooray, Kala; Fernández‐Aparicio, Mónica; Molinillo, José M. G.; Galindo, Juan C. G.; Rubiales, Diego; Macías, Francisco A.

doi:10.1002/ps.4323

Cited by 27 publications

(36 citation statements)

References 38 publications

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“…Strigolactones are one of the principal broomrape/witchweed stimulators in suicidal germination methods, including their analogs and mimics (Fig. ).…”

Section: Chemical Signal Hunters: Parasitic Plantsmentioning

confidence: 99%

“…As a consequence, strigolactone mimics are preferred over natural strigolactones. Strigolactams and phthalimide derivatives are examples of mimics that strongly stimulate O. cumana , O. minor , P. ramosa and P. aegyptiaca germination . Other families of compounds, such as benzoxazinoids, sesquiterpene lactones, alkaloids, flavonoids or steroids, stimulate parasitic plant germination.…”

Section: Chemical Signal Hunters: Parasitic Plantsmentioning

confidence: 99%

See 1 more Smart Citation

Recent advances in allelopathy for weed control: from knowledge to applications

Macías

Mejías

Molinillo

2019

Pest Management Science

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211

131

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Allelopathy is the biological phenomenon of chemical interactions between living organisms in the ecosystem, and must be taken into account in addressing pest and weed problems in future sustainable agriculture. Allelopathy is a multidisciplinary science, but in some cases, aspects of its chemistry are overlooked, despite the need for a deep knowledge of the chemical structural characteristics of allelochemicals to facilitate the design of new herbicides. This review is focused on the most important advances in allelopathy, paying particular attention to the design and development of phenolic compounds, terpenoids and alkaloids as herbicides. The isolation of allelochemicals is mainly addressed, but other aspects such as the analysis and activities of derivatives or analogs are also covered. Furthermore, the use of allelopathy in the fight against parasitic plants is included. The past 12 years have been a prolific period for publications on allelopathy. This critical review discusses future research areas in this field and the state of the art is analyzed from the chemist's perspective. © 2019 Society of Chemical Industry

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“…Strigolactones are one of the principal broomrape/witchweed stimulators in suicidal germination methods, including their analogs and mimics (Fig. ).…”

Section: Chemical Signal Hunters: Parasitic Plantsmentioning

confidence: 99%

Section: Chemical Signal Hunters: Parasitic Plantsmentioning

confidence: 99%

Recent advances in allelopathy for weed control: from knowledge to applications

Macías

Mejías

Molinillo

2019

Pest Management Science

Self Cite

211

131

View full text Add to dashboard Cite

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“…However, unlike Nijmegen-1, CTL compounds do not contain a D ring and certainly are not a hydrolysable substrate. Interestingly, other compounds built on phthalimide lactone scaffolds but lacking enol-ether linkages have good selectivity activity on various Orobanche and Philibanche species 59 . Finally, a screen for novel germination agonists developed specifically around the activation of the AtHTL/KAI2 receptor with one of its protein partners, MORE AXILLARY GROWTH2 (MAX2), identified more structurally unrelated compounds that have activity in Striga hermonthica germination assays ( Figure 4) 57 .…”

Section: Chemical Screening For Sl Agonistsmentioning

confidence: 99%

Chemical genetics and strigolactone perception

2017

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Strigolactones (SLs) are a collection of related small molecules that act as hormones in plant growth and development. Intriguingly, SLs also act as ecological communicators between plants and mycorrhizal fungi and between host plants and a collection of parasitic plant species. In the case of mycorrhizal fungi, SLs exude into the soil from host roots to attract fungal hyphae for a beneficial interaction. In the case of parasitic plants, however, root-exuded SLs cause dormant parasitic plant seeds to germinate, thereby allowing the resulting seedling to infect the host and withdraw nutrients. Because a laboratory-friendly model does not exist for parasitic plants, researchers are currently using information gleaned from model plants like Arabidopsis in combination with the chemical probes developed through chemical genetics to understand SL perception of parasitic plants. This work first shows that understanding SL signaling is useful in developing chemical probes that perturb SL perception. Second, it indicates that the chemical space available to probe SL signaling in both model and parasitic plants is sizeable. Because these parasitic pests represent a major concern for food insecurity in the developing world, there is great need for chemical approaches to uncover novel lead compounds that perturb parasitic plant infections.

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“…N ‐Substituted phthalimides with similar properties to gibberellins have been reported as germination stimulants, and structurally related cotylimides are linked to the endogenous production of strigolactones . In a recent study, phthalimide‐derived strigolactone mimics induced broomrape germination.…”

Section: Introductionmentioning

confidence: 99%

“…Despite the strong biological activity of natural germination stimulants, their commercial use for suicidal germination strategies is limited by the current inability to mass‐produce these compounds and their low stability in the soil. In order to increase the applicability of these compounds, it is necessary to develop synthetic analogs and mimics that would provide a more feasible alternative for seed bank control . Strigolactones are plant hormones that have been identified as one of the main stimulators of the germination of seeds of parasitic weeds .…”

Section: Introductionmentioning

confidence: 99%

Gibberellic and kaurenoic hybrid strigolactone mimics for seed germination of parasitic weeds

Pereira

Cala

Fernández‐Aparicio

et al. 2017

Pest Management Science

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The starting molecules were plant hormones that had previous growth-regulating activity in other organisms and the products showed enhanced activity towards parasitic weeds. The information generated may contribute to a better understanding of the germination biochemistry of the weed species used. Further research is required in this area but it is clear that the results are promising. © 2017 Society of Chemical Industry.

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Phthalimide‐derived strigolactone mimics as germinating agents for seeds of parasitic weeds

Abstract: The synthesis was carried out in a few steps and provided the target compounds in good yields. The compounds tested showed great selectivity, and low EC values were obtained for structures that were simpler than GR24. © 2016 Society of Chemical Industry.

Cited by 27 publications

References 38 publications

Recent advances in allelopathy for weed control: from knowledge to applications

Recent advances in allelopathy for weed control: from knowledge to applications

Chemical genetics and strigolactone perception

Gibberellic and kaurenoic hybrid strigolactone mimics for seed germination of parasitic weeds

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