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Soil biodegradation of a benzoxazinone analog proposed as a natural products-based herbicide

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URI: http://hdl.handle.net/10498/20318

DOI: 10.1007/s11104-015-2485-6

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2015-Soil biodegradation of a benzoxazinone analog proposed as a natural products-based herbicide.pdf (474.8Kb)
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Author/s
Oliveros-Bastidas, Alberto; Chinchilla Salcedo, NuriaAuthority UCA; Marín Sánchez, David; González Molinillo, José MaríaAuthority UCA; Macías Domínguez, Francisco AntonioAuthority UCA
Date
2015-04
Department
Química Orgánica
Source
Plant Soil (2015) 393:207–214
Abstract
Aims Benzoxazinones with the 4-hydroxy-(2H)-1,4- benzoxazin-3(4H)-one skeleton have been proposed as potentially successful models for the development of novel design leads. D-DIBOA has proven to be the most promising base structure in the search for novel herbicide models based on the benzoxazinone skeleton. The biodegradation dynamics of D-DIBOA in soil are therefore relevant and are the subject of this study. Methods A previously optimized methodology for the assessment of biodegradation has been applied for the first time to a synthetic benzoxazinone. Results Biodegradability is a characteristic of natural benzoxazinones and a safety requirement for the development of herbicidal chemicals. The biodegradation phenomenon and its consequences for the development of new herbicide models are discussed. The half-life determined for D-DIBOA was much higher than those previously reported for the natural products DIBOA, DIMBOA and their benzoxazolinone derivatives. Conclusions This finding, together with its previously described potent phytotoxicity, suggests that D-DIBOA is a useful candidate for novel herbicide model development. The lactam D-HBOA, which is slightly less phytotoxic than its precursor, was discovered to be the first and principal metabolite resulting from D-DIBOA degradation.
Subjects
D-DIBOA; benzoxazinones; degradation study; soil; herbicide models
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  • Artículos Científicos [4821]
  • Artículos Científicos INBIO [264]
  • Articulos Científicos Quim. Org. [174]
Attribution-NonCommercial-NoDerivatives 4.0 Internacional
This work is under a Creative Commons License Attribution-NonCommercial-NoDerivatives 4.0 Internacional

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