Natural Salicylaldehyde for Fungal and Pre- and Post-Emergent Weed Control
Source abstract
Abstract
A sustainable, alternative weed control strategy is developed using salicylaldehyde (SA; 2-hydroxybenzaldehyde) as an active ingredient. SA is a natural, redox-active small molecule listed as a Generally Recognized As Safe food additive by the European Food Safety Authority and the United States Food and Drug Administration. The repurposing of SA determined that SA possesses both pre- and post-emergent herbicidal, fumigant activity, where the emitted SA from the source completely prevented the germination of plant seeds and/or the growth of the germinated plants. As a proof-of-concept, we developed agricultural byproducts (tree nutshell particles) as SA delivery vehicles to the soil, thus helping the growers’ sustainable byproduct recycling program, necessary for carbon sequestration. In plate assays, SA emitted from the nutshell vehicles (0.15 to 1.6 M) completely prevented the germination of six invasive or native weed seeds (monocots, dicots). In Magenta vessel assays, SA emitted from the nutshell vehicles (0.8 to 1.6 M) not only prevented the germination (pre-emergent) of Lagurus ovatus (Bunny Tails Grass) seeds but also inhibited the growth (post-emergent) of the germinated weeds. We determined further that soil covering (soil pasteurization) could be one of the practices to effectively deliver SA to the soil, whereby 1.6 M of SA emitted from the nutshell vehicles prevented the germination of the L. ovatus seeds maintained in soil trays covered with plastic tarp at 22 °C, while 0.8 M SA allowed partial (15%) germination of the weed seeds. Of note, SA also possesses an intrinsic antifungal activity that overcomes the tolerance of the stress signaling mutants of filamentous fungal pathogens (Aspergillus fumigatus, Penicillium expansum) to the phenylpyrrole fungicide fludioxonil. Environmental degradation data available in the public database indicate that, once released to the environment, SA will be broken down in the air by sunlight or microorganisms and, thus, is not built up in aquatic organisms. Altogether, SA can serve as a safe, potent pesticide (herbicidal, fungicidal) ingredient that promotes sustainable crop production by lowering the pesticide burden in fields.
Source: crossref · Quality: baseline
Research context
OpenAlex topics: Weed Control and Herbicide Applications · Allelopathy and phytotoxic interactions · Nematode management and characterization studies
SciVX discovery tags are terminology-based. OpenAlex topics are source-provided classifications.
Affiliations
Foodborne Toxin Detection and Prevention Research Unit, Western Regional Research Center, Agricultural Research Service, United States Department of Agriculture, 800 Buchanan St., Albany, CA 94710, USA
References (50)
Show source-provided references
1. Withdrawal of maize protection by herbicides and insecticides increases mycotoxins contamination near maximum thresholds10.1007/s13593-016-0376-8 ↗
2. Concerns over use of glyphosate-based herbicides and risks associated with exposures: A consensus statement10.1186/s12940-016-0117-0 ↗
3. Maintaining long-term management: Herbicide-resistant weeds challenge some signature cropping systems10.3733/ca.v068n04p142 ↗
4. European Food Safety Authority (EFSA) (2005). Conclusion regarding the peer review of the pesticide risk assessment of the active substance glufosinate. Eur. Food Saf. Auth. J., 3, 27r.10.2903/j.efsa.2005.27r ↗
5. Evaluation of confirmatory data following the Article 12 MRL review for fludioxonil
6. Medline Plus (2022, March 01). US National Library of Medicine. Paraquat Poisoning, Available online: https://medlineplus.gov/ency/article/001085.htm.
7. Pest Management Regulatory Agency (PMRA) Canada (2022, March 01). Re-Evaluation Decision RVD2018-38, Thiram and Its Associated End-use Products, Available online: https://www.canada.ca/en/health-canada/services/consumer-product-safety/reports-publications/pesticides-pest-management/decisions-updates/reevaluation-decision/2018/thiram.html.
8. Honey bee toxicology10.1146/annurev-ento-011613-162005 ↗
9. University of California Integrated Pest Management (UC IPM) (2022, March 17). Bee Precaution Pesticide Ratings. Available online: https://www2.ipm.ucanr.edu/beeprecaution/.
10. Are herbicides a once in a century method of weed control?10.1002/ps.4643 ↗
11. Kim, J.H., Chan, K.L., Cheng, L.W., Tell, L.A., Byrne, B.A., Clothier, K., and Land, K.M. (2019). High efficiency drug repurposing design for new antifungal agents. Methods Protoc., 2.10.3390/mps2020031 ↗
12. Chemosensitization of aflatoxigenic fungi to antimycin A and strobilurin using salicylaldehyde, a volatile natural compound targeting cellular antioxidation system10.1007/s11046-010-9356-8 ↗
13. Targeting the oxidative stress response system of fungi with redox-potent chemosensitizing agents10.3389/fmicb.2012.00088 ↗
14. EFSA Panel on Additives and Products or Substances Used in Animal Feed (FEEDAP) (2012). Scientific opinion on the safety and efficacy of benzyl alcohols, aldehydes, acids, esters and acetals (chemical group 23) when used as flavourings for all animal species. EFSA J., 10, 2785.10.2903/j.efsa.2012.2785 ↗
15. U.S. Food and Drug Administration (FDA) (2022, March 17). Substances Added to Food (Formerly EAFUS). Salicylaldehyde, Available online: https://www.cfsanappsexternal.fda.gov/scripts/fdcc/?set=FoodSubstances&id=SALICYLALDEHYDE.
16. California Department of Food and Agriculture (CDFA) (2022, March 17). California Agricultural Statistics Review 2017–2018, Available online: https://www.cdfa.ca.gov/statistics/PDFs/2017-18AgReport.pdf.
17. Almond Board of California (2022, March 17). Using Everything the Orchard Grows: Our Commitment to Zero Waste. Available online: https://www.almonds.com/why-almonds/almond-living-magazine/using-everything-orchard-grows-our-commitment-zero-waste.
18. Barbu, M.C., Sepperer, T., Tudor, E.M., and Petutschnigg, A. (2020). Walnut and hazelnut shells: Untapped industrial resources and their suitability in lignocellulosic composites. Appl. Sci., 10.10.3390/app10186340 ↗
19. A mitogen-activated protein kinase that senses nitrogen regulates conidial germination and growth in Aspergillus fumigatus10.1128/EC.3.2.557-560.2004 ↗
20. Novel mitogen-activated protein kinase MpkC of Aspergillus fumigatus is required for utilization of polyalcohol sugars10.1128/EC.00178-06 ↗
21. Characterization of fludioxonil-resistant and pyrimethanil-resistant phenotypes of Penicillium expansum from apple10.1094/PHYTO-98-4-0427 ↗
22. Kirkman, T.W. (2022, March 17). Statistics to Use. Available online: http://www.physics.csbsju.edu/stats/.
23. Conversion of biomass blends (walnut shell and pearl millet) for the production of solid biofuel via torrefaction under different conditions10.1016/j.chemosphere.2022.133894 ↗
24. Factors influencing sorption of trace elements in contaminated waters onto ground nut shells10.1016/j.jenvman.2022.114618 ↗
25. Guo, X., Liu, Z., Tong, Z., Jiang, N., and Chen, W. (2021). Adsorption of Rhodamine B from an aqueous solution by acrylic-acid-modified walnut shells: Characterization, kinetics, and thermodynamics. Environ. Technol., 1–14.
26. Amine-grafted walnut shell for efficient removal of phosphate and nitrate10.1007/s11356-021-16963-z ↗
27. Synthesis and characterization of cellulose nanocrystals derived from walnut shell agricultural residues10.1016/j.ijbiomac.2018.09.012 ↗
28. Chemosensitization as a means to augment commercial antifungal agents10.3389/fmicb.2012.00079 ↗
29. Uncertainty surrounding the mechanism and safety of the post-harvest fungicide fludioxonil10.1016/j.fct.2018.11.037 ↗
30. Environmental Protection Agency (EPA) (2022, March 16). Fludioxonil; Pesticide Tolerances. 87 FR 7388, Available online: https://www.federalregister.gov/d/2022-02560.
31. Fungicide activity through activation of a fungal signalling pathway10.1111/j.1365-2958.2004.04244.x ↗
32. Young-Matthews, A. (2022, March 15). Plant Guide for Field Mustard (Brassica rapa var. rapa), Available online: https://plants.usda.gov/DocumentLibrary/plantguide/pdf/pg_brrar.pdf.
33. Implications of bacterial contaminated seed lots and endophytic colonization by Pseudomonas fuscovaginae on rice establishment10.1111/ppa.12243 ↗
34. Seed pathology progress in academia and industry10.1146/annurev-phyto-080508-081916 ↗
35. Sinclair, T.R., Chase, C.A., Chellemi, D.O., and Fornari, F. (2001). Noxious Weed Control by Soil Solarization. (6,189,466), U.S. Patent.
36. Stapleton, J.J., Wilen, C.A., and Molinar, R.H. (2019). Soil Solarization for Gardens & Landscapes Management, University of California, Agricultural and Natural Resources. Available online: http://ipm.ucanr.edu/PMG/PESTNOTES/pn74145.html.
37. United States Department of Agriculture, and Agricultural Research Service (2022, March 17). Dr. Duke’s Phytochemical and Ethnobotanical Databases. Salicylaldehyde, Available online: https://phytochem.nal.usda.gov/phytochem/chemicals/show/15858?qlookup=salicylaldehyde&offset=0&max=20&et=.
38. National Center for Biotechnology Information (2022, March 17). PubChem Compound Summary for CID 6998, Salicylaldehyde, Available online: https://pubchem.ncbi.nlm.nih.gov/compound/salicylaldehyde.
39. Antifungal activity of redox-active benzaldehydes that target cellular antioxidation10.1186/1476-0711-10-23 ↗
40. Vogelbacher, U.J., Eicken, K., Rheinheimer, J., Goetz, N., Harreus, A., Paul, G., Westphalen, K.O., and Wuerzer, B. (1992). Salicylaldehyde Derivatives and Salicyclic Acid Derivatives and Their Sulfur Analogs and Their Use as Herbicides. (5,085,686), U.S. Patent.
41. Agropyrenol and agropyrenal, phytotoxins from Ascochyta agropyrina var. nana, a fungal pathogen of Elitrigia repens10.1016/j.phytochem.2012.03.010 ↗
42. Inhibition of water fern Salvinia minima by cattail (Typha domingensis) extracts and by 2-chlorophenol and salicylaldehyde10.1023/A:1020955615868 ↗
43. Integration of transcriptomics and metabolomics reveals the responses of sugar beet to continuous cropping obstacle10.3389/fpls.2021.711333 ↗
44. Prooxidant and antioxidant properties of salicylaldehyde isonicotinoyl hydrazone iron chelators in HepG2 cells10.1016/j.bbagen.2015.08.005 ↗
45. Intralysosomal iron chelation protects against oxidative stress-induced cellular damage10.1111/j.1742-4658.2006.05321.x ↗
46. Potůčková, E., Hrušková, K., Bureš, J., Kovarikova, P., Špirková, I.A., Pravdíková, K., Kolbabová, L., Hergeselová, T., Haskova, P., and Jansova, H. (2014). Structure-activity relationships of novel salicylaldehyde isonicotinoyl hydrazone (SIH) analogs: Iron chelation, anti-oxidant and cytotoxic properties. PLoS ONE, 9.10.1371/journal.pone.0112059 ↗
47. Anisaldehyde and veratraldehyde acting as redox cycling agents for H2O2 production by Pleurotus eryngii10.1128/aem.60.8.2811-2817.1994 ↗
48. A scent of therapy: Pharmacological implications of natural products containing redox-active sulfur atoms10.1039/b609523m ↗
49. RASFF—The Rapid Alert System for Food and Feed (2022, March 15). Food and Food Safety Alerts. Available online: https://ec.europa.eu/food/safety/rasff-food-and-feed-safety-alerts_en.
50. Sosnoskie, L. (2022, March 17). On the Hunt for Alkaliweed (Cressa truxilensis). Available online: https://ucanr.edu/blogs/blogcore/postdetail.cfm?postnum=29855.