A model for phthalic acid esters’ biodegradability and biotoxicity multi-effect pharmacophore and its application in molecular modification
| Autor: | Mengying Zhou, Jiawen Yang, Yu Li |
|---|---|
| Rok vydání: | 2021 |
| Předmět: |
animal structures
Environmental Engineering Phthalic Acids 010501 environmental sciences Branching (polymer chemistry) 01 natural sciences 03 medical and health sciences chemistry.chemical_compound Plasticizers Decapoda Molecular modification Side chain Animals 030304 developmental biology 0105 earth and related environmental sciences 0303 health sciences Plasticizer Esters General Medicine Models Theoretical Biodegradation Combinatorial chemistry Environmentally friendly Phthalic acid Biodegradation Environmental chemistry Pharmacophore Hydrophobic and Hydrophilic Interactions |
| Zdroj: | Journal of Environmental Science and Health, Part A. 56:361-378 |
| ISSN: | 1532-4117 1093-4529 |
| Popis: | The objective of this study was to investigate 13 phthalic acid esters (PAEs) with medium or long straight-alkyl-chain, branching or unsaturated side chains, because their structural characteristics make them difficult to biodegrade or highly toxic. A biodegradability and biotoxicity multi-effect pharmacophore model was built using comprehensive evaluation method. The results suggested that introducing hydrophobic groups to the side chains of the PAEs could improve the molecules' biodegradability and biotoxicity effects simultaneously. Thus, 40 target PAE (HEHP, DNOP, DUP) derivatives were designed. Two environmentally friendly PAE derivatives (HEHP-Anthryl and HEHP-Naphthyl) were screened via the test of environmental friendliness and functionality. In addition, the biodegradation and biotoxicity of derivatives were found to have improved as a result of the change in van der Waals forces between molecules and their corresponding proteins. Moreover, the environmental safety of the screened PAE derivatives was confirmed by predicting the toxicity of their intermediates and calculating the energy barrier values for biodegradation and metabolic pathways. This study could provide theoretical guidance for the practical development of environmentally friendly plasticizer. |
| Databáze: | OpenAIRE |
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