The ortho hydroxy-amino group: another choice for synthesizing novel antioxidants

Bioorganic & Medicinal Chemistry Letters
Weijun ChenJiang Bian

Abstract

Four ortho hydroxy-amino derivatives have been designed based on the structures of flavonoids to explore the effect of the ortho hydroxy-amino group on the antioxidant properties of molecules, and their bond dissociation enthalpies (BDE), ionization potentials (IP), the highest occupied molecular orbitals (HOMO), and spin densities have been calculated. The results reveal that the ortho hydroxy-amino group plays an important role in promoting the antioxidant properties of molecules because of its lowering effect on BDE, IP, and spin density. The derivatives with ortho hydroxy-amino group show stronger antioxidant activity than the derivatives with mono hydroxy or ortho dihydroxy group. Thus, the ortho hydroxy-amino group can be used as another potential functional group to synthesize novel antioxidants as guessed.

References

Jan 1, 1996·European Journal of Cancer : Official Journal for European Organization for Research and Treatment of Cancer (EORTC) [and] European Association for Cancer Research (EACR)·D Dreher, A F Junod
Oct 29, 1999·Food and Chemical Toxicology : an International Journal Published for the British Industrial Biological Research Association·J H Weisburger
Jun 21, 2001·Journal of Agricultural and Food Chemistry·S Burda, W Oleszek

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Citations

Feb 5, 2013·Journal of Molecular Modeling·Ali BenayahoumOmar Houache
Feb 11, 2014·Spectrochimica Acta. Part A, Molecular and Biomolecular Spectroscopy·Ayman A Abdel Aziz, Hemmat A Elbadawy
Jan 7, 2017·Journal of Biological Inorganic Chemistry : JBIC : a Publication of the Society of Biological Inorganic Chemistry·Priyanka ChauhanKalyan Sundar Ghosh
Sep 1, 2006·Bioorganic & Medicinal Chemistry Letters·Weijun ChenJiang Bian

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