Enzymatic synthesis of tea theaflavin derivatives and their anti-inflammatory and cytotoxic activities

Shengmin Sang, Joshua D. Lambert, Shiying Tian, Jungil Hong, Zhe Hou, Jae He Ryu, Ruth E. Stark, Robert T. Rosen, Mou Tuan Huang, Chung S. Yang, Chi Tang Ho

Research output: Contribution to journalArticle

105 Citations (Scopus)

Abstract

Derivatives based on a benzotropolone skeleton (9-26) have been prepared by the enzymatic coupling (horseradish peroxidase/H2O2) of selected pairs of compounds (1-8), one with a vic-trihydroxyphenyl moiety, and the other with an ortho-dihydroxyphenyl structure. Some of these compounds have been found to inhibit TPA-induced mice ear edema, nitric oxide (NO) synthesis, and arachidonic acid release by LPS-stimulated RAW 264.7 cells. Their cytotoxic activites against KYSE 150 and 510 human esophageal squamous cell carcinoma and HT 29 human colon cancer cells were also evaluated.

Original languageEnglish (US)
Pages (from-to)459-467
Number of pages9
JournalBioorganic and Medicinal Chemistry
Volume12
Issue number2
DOIs
StatePublished - Jan 15 2004

Fingerprint

Tea
Horseradish Peroxidase
Arachidonic Acid
Nitric Oxide
Anti-Inflammatory Agents
Cells
Derivatives
Skeleton
Colonic Neoplasms
Ear
Edema
Epithelial Cells
benzotropolone
8-1 compound
theaflavin
RAW 264.7 Cells
Esophageal Squamous Cell Carcinoma

All Science Journal Classification (ASJC) codes

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

Cite this

Sang, Shengmin ; Lambert, Joshua D. ; Tian, Shiying ; Hong, Jungil ; Hou, Zhe ; Ryu, Jae He ; Stark, Ruth E. ; Rosen, Robert T. ; Huang, Mou Tuan ; Yang, Chung S. ; Ho, Chi Tang. / Enzymatic synthesis of tea theaflavin derivatives and their anti-inflammatory and cytotoxic activities. In: Bioorganic and Medicinal Chemistry. 2004 ; Vol. 12, No. 2. pp. 459-467.
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Sang, S, Lambert, JD, Tian, S, Hong, J, Hou, Z, Ryu, JH, Stark, RE, Rosen, RT, Huang, MT, Yang, CS & Ho, CT 2004, 'Enzymatic synthesis of tea theaflavin derivatives and their anti-inflammatory and cytotoxic activities', Bioorganic and Medicinal Chemistry, vol. 12, no. 2, pp. 459-467. https://doi.org/10.1016/j.bmc.2003.10.024

Enzymatic synthesis of tea theaflavin derivatives and their anti-inflammatory and cytotoxic activities. / Sang, Shengmin; Lambert, Joshua D.; Tian, Shiying; Hong, Jungil; Hou, Zhe; Ryu, Jae He; Stark, Ruth E.; Rosen, Robert T.; Huang, Mou Tuan; Yang, Chung S.; Ho, Chi Tang.

In: Bioorganic and Medicinal Chemistry, Vol. 12, No. 2, 15.01.2004, p. 459-467.

Research output: Contribution to journalArticle

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AU - Ryu, Jae He

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AU - Yang, Chung S.

AU - Ho, Chi Tang

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