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

doi:10.1016/j.bmc.2003.10.024

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 journal › Article › peer-review

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 language	English
Pages (from-to)	459-467
Number of pages	9
Journal	Bioorganic and Medicinal Chemistry
Volume	12
Issue number	2
DOIs	https://doi.org/10.1016/j.bmc.2003.10.024
State	Published - Jan 15 2004
Externally published	Yes

Keywords

Anti-inflammatory activities
Benzotropolone
Black tea
Cytotoxic activities
Enzymatic synthesis
Peroxidase
Theaflavins

UN SDGs

This output contributes to the following UN Sustainable Development Goals (SDGs)

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10.1016/j.bmc.2003.10.024

Cite this

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title = "Enzymatic synthesis of tea theaflavin derivatives and their anti-inflammatory and cytotoxic activities",

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.",

keywords = "Anti-inflammatory activities, Benzotropolone, Black tea, Cytotoxic activities, Enzymatic synthesis, Peroxidase, Theaflavins",

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

year = "2004",

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day = "15",

doi = "10.1016/j.bmc.2003.10.024",

language = "English",

volume = "12",

pages = "459--467",

journal = "Bioorganic and Medicinal Chemistry",

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TY - JOUR

T1 - Enzymatic synthesis of tea theaflavin derivatives and their anti-inflammatory and cytotoxic activities

AU - Sang, Shengmin

AU - Lambert, Joshua D.

AU - Tian, Shiying

AU - Hong, Jungil

AU - Hou, Zhe

AU - Ryu, Jae He

AU - Stark, Ruth E.

AU - Rosen, Robert T.

AU - Huang, Mou Tuan

AU - Yang, Chung S.

AU - Ho, Chi Tang

PY - 2004/1/15

Y1 - 2004/1/15

N2 - 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.

AB - 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.

KW - Anti-inflammatory activities

KW - Benzotropolone

KW - Black tea

KW - Cytotoxic activities

KW - Enzymatic synthesis

KW - Peroxidase

KW - Theaflavins

UR - https://www.scopus.com/pages/publications/0347320708

U2 - 10.1016/j.bmc.2003.10.024

DO - 10.1016/j.bmc.2003.10.024

M3 - Article

SN - 0968-0896

VL - 12

SP - 459

EP - 467

JO - Bioorganic and Medicinal Chemistry

JF - Bioorganic and Medicinal Chemistry

IS - 2

ER -

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

Abstract

Keywords

UN SDGs

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