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A facile synthesis of emodin derivatives, emodin carbaldehyde, citreorosein, and their 10-deoxygenated derivatives and their inhibitory activities on μ-calpain

Title
A facile synthesis of emodin derivatives, emodin carbaldehyde, citreorosein, and their 10-deoxygenated derivatives and their inhibitory activities on μ-calpain
Authors
Liang J.L.Cha H.C.Lee S.H.Son J.-K.Chang H.W.Eom J.-E.Kwon Y.Jahng Y.
Ewha Authors
권영주
SCOPUS Author ID
권영주scopus
Issue Date
2012
Journal Title
Archives of Pharmacal Research
ISSN
0253-6269JCR Link
Citation
vol. 35, no. 3, pp. 447 - 454
Indexed
SCIE; SCOPUS; KCI WOS scopus
Abstract
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.
DOI
10.1007/s12272-012-0307-4
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약학대학 > 약학과 > Journal papers
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