Synthesis and antitumor activity of combretastatin D-4

Kanako Uno; Takamasa Tanabe; Takahisa Ogamino; Ryoko Okada; Masaya Imoto; Shigeru Nishiyama

doi:10.3987/COM-07-11221

Synthesis and antitumor activity of combretastatin D-4

Kanako Uno, Takamasa Tanabe, Takahisa Ogamino, Ryoko Okada, Masaya Imoto, Shigeru Nishiyama

Department of Biosciences and Informatics

Research output: Contribution to journal › Article

6 Citations (Scopus)

Abstract

Combretastatin D-4 1 was synthesized using electrochemical dimerization of phenols as the key step. Anodic oxidation of bromochloro-phenol 7 provided the corresponding diaryl ether 8. Manipulation of the two hydroxyl groups differenciated, provided the seco-acid, which on Mitsunobu reaction gave the target molecule. Its biological assay showed new potent inhibitory activity against cellular proliferation of human HT-29 colon carcinoma cells.

Original language	English
Pages (from-to)	291-296
Number of pages	6
Journal	Heterocycles
Volume	75
Issue number	2
DOIs	https://doi.org/10.3987/COM-07-11221
Publication status	Published - 2008 Feb 1

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Keywords

Anodic Oxidation
Combretastatin D-4
Cyclic Diarylheptanoid
Getonia floribunda
One-Electron Oxidation

ASJC Scopus subject areas

Analytical Chemistry
Pharmacology
Organic Chemistry

Cite this

Uno, K., Tanabe, T., Ogamino, T., Okada, R., Imoto, M., & Nishiyama, S. (2008). Synthesis and antitumor activity of combretastatin D-4. Heterocycles, 75(2), 291-296. https://doi.org/10.3987/COM-07-11221

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10.3987/COM-07-11221