Journal of APPLIED BIOMEDICINE
ISSN 1214-0287 (on-line)
ISSN 1214-021X (printed)

Volume 5 (2007), No 1, p 13-17




Convenient synthesis of 3,5-dialkoxy-4-hydroxy cinnamic acids

Young-Sik Jung, Hyang-Ok Jo

Address: Medicinal Science Division, Korea Research Institute of Chemical Technology, P. O. Box 107, Yusong, Daejeon 305-606, Korea
ysjung@krict.re.kr

Received 25th October 2006.
Revised 10th November 2006.
Published online 4th December 2006.

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SUMMARY
3,5-Dialkoxy-4-hydroxy cinnamic acids 8a-g have been conveniently synthesized from methyl 4-benzyloxy-3,5-dihydroxybenzoate 4. In five steps, cinamic acids 8a-g having various alkoxy groups on C-3 and C-5 positions of the phenyl ring were obtained in 33-70% overall yields. The antioxidant properties of the newly synthesized amides and the effects on lipid peroxidation in rat brain homogenate will be examined by thiobarbituric acid reactive substances (TBARS) assay and other methods.

KEY WORDS
3,5-dialkoxy-4-hydroxy cinnamic acids; dialkylation; lipid peroxidation


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CITED

Kang TS, Jo HO, Park WK, Kim JP, Konishi Y, Kong JY, Park NS, Jung YS: Synthesis and antioxidant activities of 3,5-dialkoxy-4-hydroxycinnamamides. Bioorg Med Chem Lett 18:1663-1667, 2008.


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