The synthesis of morusin as a potent antitumor agent

Morusin, which can be isolated from Chinese herbal medicine, is achieved in which the longest linear sequence is only 13 steps in 12% overall yield from commercially available phloroglucinol. In addition, the metal/EtSH reagents for regioselective demethylation of polymethylated morusin were describ...

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Bibliographic Details
Published in:Tetrahedron 2010-02, Vol.66 (6), p.1335-1340
Main Authors: Tseng, Tsui-Hwa, Chuang, Shien-Kai, Hu, Chao-Chin, Chang, Chia-Fu, Huang, Yu-Chao, Lin, Cheng-Wei, Lee, Yean-Jang
Format: Article
Language:English
Subjects:
Biological and medical sciences
Chemistry
EtSLi
Exact sciences and technology
General pharmacology
Heterocyclic compounds
Heterocyclic compounds with o, s, se, te hetero atom and condensed derivatives
Medical sciences
Morusin
Organic chemistry
Pharmacognosy. Homeopathy. Health food
Pharmacology. Drug treatments
Preparations and properties
SnCl 2
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Summary:Morusin, which can be isolated from Chinese herbal medicine, is achieved in which the longest linear sequence is only 13 steps in 12% overall yield from commercially available phloroglucinol. In addition, the metal/EtSH reagents for regioselective demethylation of polymethylated morusin were described. Consequently, this strategy provided a concise route to synthesize the morusin analogues as well. Further biological studies of morusin, it exhibited strong antitumor effects with IC 50 ∼3.0 μM on three cancer cells. [Display omitted]
ISSN:0040-4020
1464-5416
DOI:10.1016/j.tet.2009.12.002