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Allylphenols as a new class of human 15‐lipoxygenase‐1 inhibitors
Author(s) -
Alavi Seyed Jamal,
Seyedi Seyed Mohammad,
Saberi Satar,
Safdari Hadi,
Eshghi Hossein,
Sadeghian Hamid
Publication year - 2021
Publication title -
drug development research
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.582
H-Index - 60
eISSN - 1098-2299
pISSN - 0272-4391
DOI - 10.1002/ddr.21749
Subject(s) - moiety , potency , chemistry , lipoxygenase , stereochemistry , ic50 , arachidonate 5 lipoxygenase , phenol , scavenging , biochemistry , enzyme , pharmacology , in vitro , antioxidant , organic chemistry , medicine , arachidonic acid
In this study, a series of mono‐ and diallylphenol derivative were designed, synthesized, and evaluated as potential human 15‐lipoxygenase‐1 (15‐hLOX‐1) inhibitors. Radical scavenging potency of the synthetic allylphenol derivatives was assessed and the results were in accordance with lipoxygenase (LOX) inhibition potency. It was found that the electronic natures of allyl moiety and para substituents play the main role in radical scavenging activity and subsequently LOX inhibition potency of the synthetic inhibitors. Among the synthetic compounds, 2,6‐diallyl‐4‐(hexyloxy)phenol ( 42 ) and 2,6‐diallyl‐4‐aminophenol ( 47 ) showed the best results for LOX inhibition (IC 50 = 0.88 and 0.80 μM, respectively).