Anticancer and anti-inflammatory effects of cysteine metabolites of the green tea polyphenol, (-)-epigallocatechin-3-gallate

Joshua D. Lambert, Shengmin Sang, Jungil Hong, Chung S. Yang

Research output: Contribution to journalArticle

50 Citations (Scopus)

Abstract

(-)-Epigallocatechin-3-gallate (EGCG) has been shown to have cancer preventive activity in vitro and in vivo. We have previously shown that EGCG can undergo conjugation to cysteine to form 2′-cysteinyl-EGCG and 2″-cysteinyl-EGCG. Studies of thiol-conjugated metabolites of methamphetamine indicate that such metabolites are not detoxified but retain biological activity. Here, we examined the growth inhibitory, pro-oxidant, and anti-inflammatory activities of the cysteine metabolites of EGCG. Both compounds dose-dependently inhibited the growth of colon cancer and intestinal cell lines. Both metabolites prevented aberrant arachidonic acid release and nitric oxide production by lipopolysaccharide-stimulated RAW264.7 cells. Under cell culture conditions, 2″-cysteinyl-EGCG produced H2O2 at a faster rate than EGCG. The results of the present study show that cysteine conjugates of EGCG retain the growth inhibitory, anti-inflammatory, and pro-oxidant activities of EGCG in vitro and may play a role in disease prevention in vivo. These results remain to be confirmed in vivo.

Original languageEnglish (US)
Pages (from-to)10016-10019
Number of pages4
JournalJournal of agricultural and food chemistry
Volume58
Issue number18
DOIs
StatePublished - Sep 22 2010

Fingerprint

epigallocatechin
Polyphenols
green tea
Tea
Metabolites
anti-inflammatory activity
Cysteine
cysteine
polyphenols
Anti-Inflammatory Agents
metabolites
oxidants
Reactive Oxygen Species
Growth
epigallocatechin gallate
Methamphetamine
disease prevention
Bioactivity
thiols
colorectal neoplasms

All Science Journal Classification (ASJC) codes

  • Chemistry(all)
  • Agricultural and Biological Sciences(all)

Cite this

@article{43b63cfe2c614a7e8a54aaad1cafe78d,
title = "Anticancer and anti-inflammatory effects of cysteine metabolites of the green tea polyphenol, (-)-epigallocatechin-3-gallate",
abstract = "(-)-Epigallocatechin-3-gallate (EGCG) has been shown to have cancer preventive activity in vitro and in vivo. We have previously shown that EGCG can undergo conjugation to cysteine to form 2′-cysteinyl-EGCG and 2″-cysteinyl-EGCG. Studies of thiol-conjugated metabolites of methamphetamine indicate that such metabolites are not detoxified but retain biological activity. Here, we examined the growth inhibitory, pro-oxidant, and anti-inflammatory activities of the cysteine metabolites of EGCG. Both compounds dose-dependently inhibited the growth of colon cancer and intestinal cell lines. Both metabolites prevented aberrant arachidonic acid release and nitric oxide production by lipopolysaccharide-stimulated RAW264.7 cells. Under cell culture conditions, 2″-cysteinyl-EGCG produced H2O2 at a faster rate than EGCG. The results of the present study show that cysteine conjugates of EGCG retain the growth inhibitory, anti-inflammatory, and pro-oxidant activities of EGCG in vitro and may play a role in disease prevention in vivo. These results remain to be confirmed in vivo.",
author = "Lambert, {Joshua D.} and Shengmin Sang and Jungil Hong and Yang, {Chung S.}",
year = "2010",
month = "9",
day = "22",
doi = "10.1021/jf102311t",
language = "English (US)",
volume = "58",
pages = "10016--10019",
journal = "Journal of Agricultural and Food Chemistry",
issn = "0021-8561",
publisher = "American Chemical Society",
number = "18",

}

Anticancer and anti-inflammatory effects of cysteine metabolites of the green tea polyphenol, (-)-epigallocatechin-3-gallate. / Lambert, Joshua D.; Sang, Shengmin; Hong, Jungil; Yang, Chung S.

In: Journal of agricultural and food chemistry, Vol. 58, No. 18, 22.09.2010, p. 10016-10019.

Research output: Contribution to journalArticle

TY - JOUR

T1 - Anticancer and anti-inflammatory effects of cysteine metabolites of the green tea polyphenol, (-)-epigallocatechin-3-gallate

AU - Lambert, Joshua D.

AU - Sang, Shengmin

AU - Hong, Jungil

AU - Yang, Chung S.

PY - 2010/9/22

Y1 - 2010/9/22

N2 - (-)-Epigallocatechin-3-gallate (EGCG) has been shown to have cancer preventive activity in vitro and in vivo. We have previously shown that EGCG can undergo conjugation to cysteine to form 2′-cysteinyl-EGCG and 2″-cysteinyl-EGCG. Studies of thiol-conjugated metabolites of methamphetamine indicate that such metabolites are not detoxified but retain biological activity. Here, we examined the growth inhibitory, pro-oxidant, and anti-inflammatory activities of the cysteine metabolites of EGCG. Both compounds dose-dependently inhibited the growth of colon cancer and intestinal cell lines. Both metabolites prevented aberrant arachidonic acid release and nitric oxide production by lipopolysaccharide-stimulated RAW264.7 cells. Under cell culture conditions, 2″-cysteinyl-EGCG produced H2O2 at a faster rate than EGCG. The results of the present study show that cysteine conjugates of EGCG retain the growth inhibitory, anti-inflammatory, and pro-oxidant activities of EGCG in vitro and may play a role in disease prevention in vivo. These results remain to be confirmed in vivo.

AB - (-)-Epigallocatechin-3-gallate (EGCG) has been shown to have cancer preventive activity in vitro and in vivo. We have previously shown that EGCG can undergo conjugation to cysteine to form 2′-cysteinyl-EGCG and 2″-cysteinyl-EGCG. Studies of thiol-conjugated metabolites of methamphetamine indicate that such metabolites are not detoxified but retain biological activity. Here, we examined the growth inhibitory, pro-oxidant, and anti-inflammatory activities of the cysteine metabolites of EGCG. Both compounds dose-dependently inhibited the growth of colon cancer and intestinal cell lines. Both metabolites prevented aberrant arachidonic acid release and nitric oxide production by lipopolysaccharide-stimulated RAW264.7 cells. Under cell culture conditions, 2″-cysteinyl-EGCG produced H2O2 at a faster rate than EGCG. The results of the present study show that cysteine conjugates of EGCG retain the growth inhibitory, anti-inflammatory, and pro-oxidant activities of EGCG in vitro and may play a role in disease prevention in vivo. These results remain to be confirmed in vivo.

UR - http://www.scopus.com/inward/record.url?scp=77956633201&partnerID=8YFLogxK

UR - http://www.scopus.com/inward/citedby.url?scp=77956633201&partnerID=8YFLogxK

U2 - 10.1021/jf102311t

DO - 10.1021/jf102311t

M3 - Article

C2 - 20718469

AN - SCOPUS:77956633201

VL - 58

SP - 10016

EP - 10019

JO - Journal of Agricultural and Food Chemistry

JF - Journal of Agricultural and Food Chemistry

SN - 0021-8561

IS - 18

ER -