Abstract
Novel di-Mannich bases of cyclovalone derivatives (1) have been synthesized and evaluated their antioxidant activity using DPPH free radical-scavenger method. The structures of the compounds were confirmed on the basis of FT-IR, 1H-NMR, 13C-NMR and mass spectral data. The result of antioxidant evaluation showed that di-Mannich derivative of cyclovalone with diethylamine ((2E,6E)-2,6-bis({3-[(diethylamino)methyl]-4-hydroxy-5-methoxyphenyl} methylidene) cyclohexan-1-one) (2a) exhibited the highest antioxidant activity with IC50 = 39.0 µM. Structure-activity relationship study showed that the higher pKa of the Mannich base, the higher activity (the lower IC50) of the compound.
Original language | English |
---|---|
Pages (from-to) | 2742-2757 |
Number of pages | 16 |
Journal | Oriental Journal of Chemistry |
Volume | 33 |
Issue number | 6 |
DOIs | |
Publication status | Published - 2017 |
Keywords
- Antioxidant
- Cyclovalone
- Mannich base
- Radical scavenger
- Synthesis