The overall objective of this study was to explore the toxicity of benzoxazinone allelochemicals and their metabolites to Folsomia candida (Collembola: Isotomidae) (Willem, 1902). Experimental tests showed transformation products to have more pronounced toxicity than parent compounds. The underlying relationship between the chemical structure and toxicity was then studied using three-dimensional QSAR approaches, and results highlighted the role of the steric contribution.
View Article and Find Full Text PDFSeven selected benzoxazinoid allelochemicals and synthetic reference compounds were tested for their lethal and sublethal effects in different field soils and standard soil on Folsomia candida and Poecilus cupreus by applying standard laboratory test procedures. The higher microbial activity in the field soils was most probably responsible for the reduced effects of test compounds on F. candida in the majority of all tests, whereas the higher organic carbon content in field soils was likely the reason for the reduced effects of test substances on P.
View Article and Find Full Text PDFBenzoxazinones, such as 2,4-dihydroxy-7-methoxy-1,4-benzoxazin-3-one (DIMBOA) and 2,4-dihydroxy-1,4-benzoxazin-3-one (DIBOA), and benzoxazolinones, such as 6-methoxy-2-benzoxazolinone (MBOA) and 2-benzoxazolinone (BOA), are biologically active secondary metabolites found in cereals. Because these compounds could be exploited as part of a strategy for reducing the use of synthetic pesticides, ecotoxicological tests were performed recently. In this paper, the transformation of the compounds in the test environment of the ecotoxicological tests was studied.
View Article and Find Full Text PDFEcotoxicol Environ Saf
September 2006
Both lethal and sublethal effects of the benzoxazoid 2,4-dihydroxy-7-methoxy-(2H)-1,4-benzoxazin-3(4H)-one (DIMBOA), the degradation products 6-methoxy-benzoxazolin-2(3H)-one (MBOA), 2-amino-7-methoxy-(3H)-phenoxazin-3-one (AMPO), and 2-acetylamino-7-methoxy-3(H)-phenoxazin-3-one (AAMPO) and the structure-related compounds 2-methoxy-N-(2-oxo-1,3-oxazolidin-3yl)acet-2'=6'-xylidide (oxadixyl), and O,O-diethyl S-[6-chloro-2-oxobenzoxazolin-3-yl)methyl]phosphorodithioate (phosalone) on the collembola Folsomia candida and on the carabid beetle Poecilus cupreus (except phosalone) were determined. Validated laboratory standard methods including reference and control treatments were applied in compliance with prescribed validity criteria. A risk assessment according to the EPPO risk assessment scheme for plant protection products (2003) was carried out.
View Article and Find Full Text PDFThe benzoxazolinone BOA and the degradation products APO, AAPO and HPAA, as well as four structure related compounds to BOA, were tested for their lethal and sublethal effects on the collembola Folsomia candida and on the carabid beetle Poecilus cupreus applying validated standard laboratory methods. According to the results of the recommended risk assessment for plant protection products (EPPO, 2003), BOA and its structure related compounds carbendazim, benoxacor and benazolin (and additionally the formulated product Cresopur) were classified as low risk compounds for both test organisms. Phosalone was of high risk for F.
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