Synthesis and biological activity of the tea catechin metabolites, M4 and M6 and their methoxy-derivatives

Joshua D. Lambert, Joseph E. Rice, Jungil Hong, Zhe Hou, Chung S. Yang

Research output: Contribution to journalArticle

76 Citations (Scopus)

Abstract

Syntheses are reported for metabolites M4 (1) and M6 (2) of the green tea polyphenols epicatechin (EC) and epigallocatechin (EGC) and their gallate derivatives. Several methoxy-derivatives of 1 and 2 were also prepared. Compounds 1 and 2 were evaluated for growth inhibitory activity against a panel of immortalized and malignant human cell lines with 1 being the more active compound. The possible antiinflammatory activity of 1 and its trimethoxy derivative was also evaluated. Neither compound inhibited the release of arachidonic acid, although 1 inhibited NO production by 50% at 20 μM.

Original languageEnglish (US)
Pages (from-to)873-876
Number of pages4
JournalBioorganic and Medicinal Chemistry Letters
Volume15
Issue number4
DOIs
StatePublished - Feb 15 2005

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Catechin
Polyphenols
Tea
Metabolites
Bioactivity
Arachidonic Acid
Anti-Inflammatory Agents
Derivatives
Cell Line
Growth
Cells
epigallocatechin gallate

All Science Journal Classification (ASJC) codes

  • Biochemistry
  • Molecular Medicine
  • Molecular Biology
  • Pharmaceutical Science
  • Drug Discovery
  • Clinical Biochemistry
  • Organic Chemistry

Cite this

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abstract = "Syntheses are reported for metabolites M4 (1) and M6 (2) of the green tea polyphenols epicatechin (EC) and epigallocatechin (EGC) and their gallate derivatives. Several methoxy-derivatives of 1 and 2 were also prepared. Compounds 1 and 2 were evaluated for growth inhibitory activity against a panel of immortalized and malignant human cell lines with 1 being the more active compound. The possible antiinflammatory activity of 1 and its trimethoxy derivative was also evaluated. Neither compound inhibited the release of arachidonic acid, although 1 inhibited NO production by 50{\%} at 20 μM.",
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Synthesis and biological activity of the tea catechin metabolites, M4 and M6 and their methoxy-derivatives. / Lambert, Joshua D.; Rice, Joseph E.; Hong, Jungil; Hou, Zhe; Yang, Chung S.

In: Bioorganic and Medicinal Chemistry Letters, Vol. 15, No. 4, 15.02.2005, p. 873-876.

Research output: Contribution to journalArticle

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