A facile synthesis of emodin derivatives, emodin carbaldehyde, citreorosein, and their 10-deoxygenated derivatives and their inhibitory activities on μ-calpain
Copyright policy )A facile synthesis of emodin derivatives, emodin carbaldehyde, citreorosein, and their 10-deoxygenated derivatives and their inhibitory activities on μ-calpain
A new procedure for the preparation of emodin carbaldehyde and citreorosein was described, in which, ω,ω'-dibromomethylemodin triacetate was prepared as a key intermediate by NBSmediated bromination of 1,3,8-triacetylemodin. Reduction of emodin and citreorosein with SnCl(2) in a 1:1 mixture of HOAc and HCl afforded the corresponding anthrones in 90% and 92% yield, respectively, while the corresponding 10-desoxyemodin carbaldehyde was prepared by MnO(2) oxidation of 10-desoxycitreorosein. 10-Desoxycitreorosein and emodin carbaldehyde showed feasible μ-calpain inhibitory activities with IC(50) values of 20.15 and 25.77 M, respectively.
- Yeungnam University Korea (Republic of)
- Ewha Womans University Korea (Republic of)
Aldehydes, Emodin, Magnetic Resonance Spectroscopy, Molecular Structure, Spectrophotometry, Infrared, Calpain, Anthraquinones, Cysteine Proteinase Inhibitors, Humans, Fluorometry, Oxidation-Reduction
Aldehydes, Emodin, Magnetic Resonance Spectroscopy, Molecular Structure, Spectrophotometry, Infrared, Calpain, Anthraquinones, Cysteine Proteinase Inhibitors, Humans, Fluorometry, Oxidation-Reduction
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