Electronic (donating or withdrawing) effects of ortho-phenolic substituents in dendritic antioxidants
| Autor: | Charles Anamoah, Julius Semenya, Kelli N. Chapman, Ajit Sharma, Allison N. Knoll, James I. Malone, Choon Young Lee, Hannah F. Brinkman |
|---|---|
| Rok vydání: | 2020 |
| Předmět: |
inorganic chemicals
Antioxidant 010405 organic chemistry DPPH medicine.medical_treatment Organic Chemistry 010402 general chemistry Ring (chemistry) 01 natural sciences Biochemistry Medicinal chemistry Reductive amination 0104 chemical sciences chemistry.chemical_compound chemistry Dendrimer Drug Discovery medicine Electronic effect Polar effect Phenol |
| Zdroj: | Tetrahedron Letters. 61:151607 |
| ISSN: | 0040-4039 |
| DOI: | 10.1016/j.tetlet.2020.151607 |
| Popis: | We report the first study on the electronic effects of ortho-substituents in dendritic antioxidants. Six antioxidants were designed to contain a common phenol ring to provide a baseline antioxidant activity, attached to two other phenol rings with H atoms (reference compound), electron donating groups (EDGs), or electron withdrawing groups (EWGs) ortho to the phenolic OH. These antioxidants were synthesized via reductive amination. Based on the DPPH assay, EDGs (o-OCH3) strongly enhanced while EWGs (o-NO2) significantly decreased the antioxidant activity. The halogens (o-Cl and o-Br) did not show any significant effect. |
| Databáze: | OpenAIRE |
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