Trisindoline synthesis and anticancer activity

Miyoun Yoo; Sang Un Choi; Ki Young Choi; Gyu Hwan Yon; Jong Chan Chae; Dockyu Kim; Gerben J. Zylstra; Eungbin Kim

doi:10.1016/j.bbrc.2008.08.092

Trisindoline synthesis and anticancer activity

Miyoun Yoo, Sang Un Choi, Ki Young Choi, Gyu Hwan Yon, Jong Chan Chae, Dockyu Kim, Gerben J. Zylstra, Eungbin Kim

Department of Systems Biology

Research output: Contribution to journal › Article › peer-review

21 Citations (Scopus)

Abstract

Expression of a Rhodococcus-derived oxygenase gene in Escherichia coli yielded indigo metabolites with cytotoxic activity against cancer cells. Bioactivity-guided fractionation of these indigo metabolites led to the isolation of trisindoline as the agent responsible for the observed in vitro cytotoxic activity against cancer cells. While the cytotoxicity of etoposide, a common anticancer drug, was dramatically decreased in multidrug-resistant (MDR) cancer cells compared with treatment of parental cells, trisindoline was found to have similar cytotoxicity effects on both parental and MDR cell lines. In addition, the cytotoxic effects of trisindoline were resistant to P-glycoprotein overexpression, one of the most common mechanisms of drug resistance in cancer cells, supporting its use to kill MDR cancer cells.

Original language	English
Pages (from-to)	96-99
Number of pages	4
Journal	Biochemical and Biophysical Research Communications
Volume	376
Issue number	1
DOIs	https://doi.org/10.1016/j.bbrc.2008.08.092
Publication status	Published - 2008 Nov 7

Bibliographical note

Funding Information:
This work was supported by a grant from the Ministry of Education, Science, and Technology, Republic of Korea, to EK through the 21C Frontier Microbial Genomics and Applications Center Program and also by a grant from KOSEF through the Advanced Environmental Biotechnology Research Center at POSTECH. K.C. is a recipient of the Brain Korea 21 scholarship.

All Science Journal Classification (ASJC) codes

Biophysics
Biochemistry
Molecular Biology
Cell Biology

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title = "Trisindoline synthesis and anticancer activity",

abstract = "Expression of a Rhodococcus-derived oxygenase gene in Escherichia coli yielded indigo metabolites with cytotoxic activity against cancer cells. Bioactivity-guided fractionation of these indigo metabolites led to the isolation of trisindoline as the agent responsible for the observed in vitro cytotoxic activity against cancer cells. While the cytotoxicity of etoposide, a common anticancer drug, was dramatically decreased in multidrug-resistant (MDR) cancer cells compared with treatment of parental cells, trisindoline was found to have similar cytotoxicity effects on both parental and MDR cell lines. In addition, the cytotoxic effects of trisindoline were resistant to P-glycoprotein overexpression, one of the most common mechanisms of drug resistance in cancer cells, supporting its use to kill MDR cancer cells.",

author = "Miyoun Yoo and Choi, {Sang Un} and Choi, {Ki Young} and Yon, {Gyu Hwan} and Chae, {Jong Chan} and Dockyu Kim and Zylstra, {Gerben J.} and Eungbin Kim",

note = "Funding Information: This work was supported by a grant from the Ministry of Education, Science, and Technology, Republic of Korea, to EK through the 21C Frontier Microbial Genomics and Applications Center Program and also by a grant from KOSEF through the Advanced Environmental Biotechnology Research Center at POSTECH. K.C. is a recipient of the Brain Korea 21 scholarship.",

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doi = "10.1016/j.bbrc.2008.08.092",

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T1 - Trisindoline synthesis and anticancer activity

AU - Yoo, Miyoun

AU - Choi, Sang Un

AU - Choi, Ki Young

AU - Yon, Gyu Hwan

AU - Chae, Jong Chan

AU - Kim, Dockyu

AU - Zylstra, Gerben J.

AU - Kim, Eungbin

N1 - Funding Information: This work was supported by a grant from the Ministry of Education, Science, and Technology, Republic of Korea, to EK through the 21C Frontier Microbial Genomics and Applications Center Program and also by a grant from KOSEF through the Advanced Environmental Biotechnology Research Center at POSTECH. K.C. is a recipient of the Brain Korea 21 scholarship.

PY - 2008/11/7

Y1 - 2008/11/7

N2 - Expression of a Rhodococcus-derived oxygenase gene in Escherichia coli yielded indigo metabolites with cytotoxic activity against cancer cells. Bioactivity-guided fractionation of these indigo metabolites led to the isolation of trisindoline as the agent responsible for the observed in vitro cytotoxic activity against cancer cells. While the cytotoxicity of etoposide, a common anticancer drug, was dramatically decreased in multidrug-resistant (MDR) cancer cells compared with treatment of parental cells, trisindoline was found to have similar cytotoxicity effects on both parental and MDR cell lines. In addition, the cytotoxic effects of trisindoline were resistant to P-glycoprotein overexpression, one of the most common mechanisms of drug resistance in cancer cells, supporting its use to kill MDR cancer cells.

AB - Expression of a Rhodococcus-derived oxygenase gene in Escherichia coli yielded indigo metabolites with cytotoxic activity against cancer cells. Bioactivity-guided fractionation of these indigo metabolites led to the isolation of trisindoline as the agent responsible for the observed in vitro cytotoxic activity against cancer cells. While the cytotoxicity of etoposide, a common anticancer drug, was dramatically decreased in multidrug-resistant (MDR) cancer cells compared with treatment of parental cells, trisindoline was found to have similar cytotoxicity effects on both parental and MDR cell lines. In addition, the cytotoxic effects of trisindoline were resistant to P-glycoprotein overexpression, one of the most common mechanisms of drug resistance in cancer cells, supporting its use to kill MDR cancer cells.

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