Marchantin A, a cyclic bis(bibenzyl ether), isolated from the liverwort Marchantia emarginata subsp. tosana induces apoptosis in human MCF-7 breast cancer cells

Wei Jan Huang, Chia Li Wu, Chia Wei Lin, Li Ling Chi, Pen Yuan Chen, Chun Jung Chiu, Chung Yang Huang, Chia Nan Chen

Research output: Contribution to journalArticle

28 Citations (Scopus)

Abstract

Liverwort constituents have been reported to exert a broad spectrum of biological activities. In this study, we used a bioactivity-guided separation of an extract from the liverwort species Marchantia emarginata subsp. tosana to determine its anticancer activity. A high level of the active ingredient was isolated from this liverwort and its chemical structure was identified and characterized by various spectra. It was found to be identical to a well-known compound, marchantin A, a cyclic bisbibenzyl ether. However, no anticancer activities of this compound have previously been reported. We found that marchantin A efficiently induced cell growth inhibition in human MCF-7 breast cancer cells, with an IC50 of 4.0 μg/mL. Fluorescence microscopy and a Western blot analysis indicated that marchantin A actively induced apoptosis of MCF-7 cells. The levels of cleaved caspase-8, cleaved caspase-3, cleaved caspase-9, and cleaved poly (ADP ribose) polymerase (PARP) increased. However, the level of Bid markedly decreased in a dose- and time-dependent manner. We also evaluated the anticancer activities of marchantin A on the regulation of cell cycle regulators such as p21, p27, cyclin B1, and cyclin D1. The p21 and p27 gene expressions increased markedly while cyclin B1 and D1 gene expression decreased markedly by treatment with marchantin A. Many report demonstrated that liverwort was suggested to possess potent antioxidant activity. Our results indicate that marchantin A possesses free radical-scavenging activity (EC50 = 20 μg/mL). Taken together, for the first time, the compound marchantin A from liverworts demonstrated to be a potent inducer of apoptosis in MCF-7 cells.

Original languageEnglish
Pages (from-to)108-119
Number of pages12
JournalCancer Letters
Volume291
Issue number1
DOIs
Publication statusPublished - May 1 2010

Fingerprint

Marchantia
Hepatophyta
Ether
Apoptosis
Breast Neoplasms
Cyclin B1
MCF-7 Cells
Cyclic Ethers
bcl-1 Genes
Gene Expression
Poly(ADP-ribose) Polymerases
Caspase 9
Caspase 8
Cyclin D1
marchantin A
Fluorescence Microscopy
Caspase 3
Inhibitory Concentration 50
Free Radicals
Cell Cycle

Keywords

  • Apoptosis
  • Breast cancer
  • Cyclic bis(bibenzyl ether)
  • Marchantia tosana
  • Marchantin A

ASJC Scopus subject areas

  • Cancer Research
  • Oncology

Cite this

Marchantin A, a cyclic bis(bibenzyl ether), isolated from the liverwort Marchantia emarginata subsp. tosana induces apoptosis in human MCF-7 breast cancer cells. / Huang, Wei Jan; Wu, Chia Li; Lin, Chia Wei; Chi, Li Ling; Chen, Pen Yuan; Chiu, Chun Jung; Huang, Chung Yang; Chen, Chia Nan.

In: Cancer Letters, Vol. 291, No. 1, 01.05.2010, p. 108-119.

Research output: Contribution to journalArticle

Huang, Wei Jan ; Wu, Chia Li ; Lin, Chia Wei ; Chi, Li Ling ; Chen, Pen Yuan ; Chiu, Chun Jung ; Huang, Chung Yang ; Chen, Chia Nan. / Marchantin A, a cyclic bis(bibenzyl ether), isolated from the liverwort Marchantia emarginata subsp. tosana induces apoptosis in human MCF-7 breast cancer cells. In: Cancer Letters. 2010 ; Vol. 291, No. 1. pp. 108-119.
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abstract = "Liverwort constituents have been reported to exert a broad spectrum of biological activities. In this study, we used a bioactivity-guided separation of an extract from the liverwort species Marchantia emarginata subsp. tosana to determine its anticancer activity. A high level of the active ingredient was isolated from this liverwort and its chemical structure was identified and characterized by various spectra. It was found to be identical to a well-known compound, marchantin A, a cyclic bisbibenzyl ether. However, no anticancer activities of this compound have previously been reported. We found that marchantin A efficiently induced cell growth inhibition in human MCF-7 breast cancer cells, with an IC50 of 4.0 μg/mL. Fluorescence microscopy and a Western blot analysis indicated that marchantin A actively induced apoptosis of MCF-7 cells. The levels of cleaved caspase-8, cleaved caspase-3, cleaved caspase-9, and cleaved poly (ADP ribose) polymerase (PARP) increased. However, the level of Bid markedly decreased in a dose- and time-dependent manner. We also evaluated the anticancer activities of marchantin A on the regulation of cell cycle regulators such as p21, p27, cyclin B1, and cyclin D1. The p21 and p27 gene expressions increased markedly while cyclin B1 and D1 gene expression decreased markedly by treatment with marchantin A. Many report demonstrated that liverwort was suggested to possess potent antioxidant activity. Our results indicate that marchantin A possesses free radical-scavenging activity (EC50 = 20 μg/mL). Taken together, for the first time, the compound marchantin A from liverworts demonstrated to be a potent inducer of apoptosis in MCF-7 cells.",
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AU - Huang, Wei Jan

AU - Wu, Chia Li

AU - Lin, Chia Wei

AU - Chi, Li Ling

AU - Chen, Pen Yuan

AU - Chiu, Chun Jung

AU - Huang, Chung Yang

AU - Chen, Chia Nan

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AB - Liverwort constituents have been reported to exert a broad spectrum of biological activities. In this study, we used a bioactivity-guided separation of an extract from the liverwort species Marchantia emarginata subsp. tosana to determine its anticancer activity. A high level of the active ingredient was isolated from this liverwort and its chemical structure was identified and characterized by various spectra. It was found to be identical to a well-known compound, marchantin A, a cyclic bisbibenzyl ether. However, no anticancer activities of this compound have previously been reported. We found that marchantin A efficiently induced cell growth inhibition in human MCF-7 breast cancer cells, with an IC50 of 4.0 μg/mL. Fluorescence microscopy and a Western blot analysis indicated that marchantin A actively induced apoptosis of MCF-7 cells. The levels of cleaved caspase-8, cleaved caspase-3, cleaved caspase-9, and cleaved poly (ADP ribose) polymerase (PARP) increased. However, the level of Bid markedly decreased in a dose- and time-dependent manner. We also evaluated the anticancer activities of marchantin A on the regulation of cell cycle regulators such as p21, p27, cyclin B1, and cyclin D1. The p21 and p27 gene expressions increased markedly while cyclin B1 and D1 gene expression decreased markedly by treatment with marchantin A. Many report demonstrated that liverwort was suggested to possess potent antioxidant activity. Our results indicate that marchantin A possesses free radical-scavenging activity (EC50 = 20 μg/mL). Taken together, for the first time, the compound marchantin A from liverworts demonstrated to be a potent inducer of apoptosis in MCF-7 cells.

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