Abstract

A novel series of 3,4-dihydroxychalcones was synthesized to evaluate their effects against 5-lipoxygenase and cyclooxygenase. Almost all compounds exhibited potent inhibitory effects on 5-lipoxygenase with antioxidative effects, and some also inhibited cyclooxygenase. The 2',5'-disubstituted 3,4-dihydroxychalcones with hydroxy or alkoxy groups exhibited optimal inhibition of cyclooxygenase. We found that 2',5'-dimethoxy-3,4-dihydroxychalcone (37; HX-0836) inhibited cyclooxygenase to the same degree as flufenamic acid and 5-lipoxygenase, more than quercetin. Finally, these active inhibitors of 5-lipoxygenase inhibited arachidonic acid-induced mouse ear edema more than phenidone.

Keywords

CyclooxygenaseChemistryLipoxygenaseArachidonate 5-lipoxygenaseArachidonic acidFlufenamic acidPharmacologyPiroxicamInhibitory postsynaptic potentialEnzyme inhibitorBiochemistryEnzymeInternal medicine

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Publication Info

Year
1993
Type
article
Volume
36
Issue
24
Pages
3904-3909
Citations
97
Access
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Satoshi Sogawa, Yasunori Nihro, Hiroki Ueda et al. (1993). 3,4-Dihydroxychalcones as potent 5-lipoxygenase and cyclooxygenase inhibitors. Journal of Medicinal Chemistry , 36 (24) , 3904-3909. https://doi.org/10.1021/jm00076a019

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DOI
10.1021/jm00076a019