Abstract
The overall objective of this study is the ecotoxicological characterization of the benzoxazinone 2,4-dihydroxy-7-methoxy-1,4-benzoxazin-3- one (DIMBOA), the benzoxazolinones benzoxazolin-2-one (BOA) and 6-methoxybenzoxazolin-2-one (MBOA), and their transformation products: phenoxazinones 2-acetylamino-7-methoxy-3H-phenoxazin-3-one (AAMPO), 2-acetylamino-3H-phenoxazin-3-one (AAPO), 2-amino-7-methoxy-3H-phenoxazin-3-one (AMPO), and 2-amino-3H-phenoxazin-3-one (APO); aminophenol 2-aminophenol AP); acetamide N-(2-hydroxyphenyl)acetamide (HPAA); and malonamic acid amide N-(2-hydroxyphenyl)malonamic acid (HPMA). A comparison between empirical results and theoretical ones using rules-based prediction of toxicity was done, and it can be concluded that only the degradation metabolites exhibited significant ecotoxic effect. Using synthetic pesticides knowledge, several QSAR models were trained with various approaches and descriptors. The models generated exhibited good internal predictive ability (Rcv 2 > 0.6) and were used to predict the toxicity of the natural compounds studied.
Original language | English |
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Pages (from-to) | 1111-1115 |
Number of pages | 5 |
Journal | Journal of Agricultural and Food Chemistry |
Volume | 54 |
Issue number | 4 |
DOIs | |
Publication status | Published - Feb 22 2006 |
Keywords
- Aquatic ecotoxicity
- Benzoxazinones
- Daphnia magna
- EC
- QSAR
ASJC Scopus subject areas
- Agricultural and Biological Sciences (miscellaneous)
- Food Science
- Chemistry (miscellaneous)