A Facile Synthesis of Emodin Derivatives, Emodin Carbaldehyde, Citreorosein, and Their 10-Deoxygenated Derivatives and Their Inhibitory Activities on mu-Calpain

Title
A Facile Synthesis of Emodin Derivatives, Emodin Carbaldehyde, Citreorosein, and Their 10-Deoxygenated Derivatives and Their Inhibitory Activities on mu-Calpain
Author(s)
장영동량경록차효창[차효창]이승호손종근장현욱엄지은[엄지은]권영주[권영주]
Keywords
EFFICIENT SYNTHESIS; FRANGULA-EMODIN; ANTHRAQUINONES; CHRYSOPHANOL; BIOCHEMISTRY; ALDEHYDE; LICHENS; ACID
Issue Date
201203
Publisher
PHARMACEUTICAL SOC KOREA
Citation
ARCHIVES OF PHARMACAL RESEARCH, v.35, no.3, pp.447 - 454
Abstract
A new procedure for the preparation of emodin carbaldehyde and citreorosein was described, in which, omega,omega'-dibromomethylemodin triacetate was prepared as a key intermediate by NBS-mediated bromination of 1,3,8-triacetylemodin. Reduction of emodin and citreorosein with SnCl2 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 MnO2 oxidation of 10-desoxycitreorosein. 10-Desoxycitreorosein and emodin carbaldehyde showed feasible mu-calpain inhibitory activities with IC50 values of 20.15 and 25.77 M, respectively.
URI
http://hdl.handle.net/YU.REPOSITORY/29502http://dx.doi.org/10.1007/s12272-012-0307-4
ISSN
0253-6269
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약학대학 > 약학부 > Articles
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