Histone deacetylase inhibitory activity of hydroxycapsaicin, a synthetic derivative of capsaicin, and its cytotoxic effects against human colon cancer cell lines

Thanaset SENAWONG; Paweena WONGPHAKHAM; Thussanee SAIWICHAI; Chanokbhorn PHAOSIRI; Pakit KUMBOONMA

doi:https://doi.org/10.3906/biy-1409-60

Article Details

Histone deacetylase inhibitory activity of hydroxycapsaicin, a synthetic derivative of capsaicin, and its cytotoxic effects against human colon cancer cell lines

Authors:

Thanaset SENAWONG | Paweena WONGPHAKHAM | Thussanee SAIWICHAI | Chanokbhorn PHAOSIRI | Pakit KUMBOONMA

Publisher:

TUBITAK

Main Topics:

Life sciences

Journal:

Turkish Journal of Biology 2015 Vol.39 Issue 3, pp.370-379

Document Type:

Article

Publication Date:

8/2015

Document Language:

English

Document ID (Org No.):

2000811907

Frequency:

Bimonthly

eISSN:

1303-6092

pISSN:

1300-0152

DOI:

https://doi.org/10.3906/biy-1409-60

Keywords:

Abstract:

 

Capsaicin possesses cytotoxic/anticancer activity and shares some common structural features, including a benzene ring and a long hydrophobic carbon tail, with the histone deacetylase (HDAC) inhibitors trichostatin A and suberoylanilide hydroxamic acid. The aims of this study were to investigate HDAC inhibitory and cytotoxic activities of a synthetic derivative of capsaicin, hydroxycapsaicin (6-hydroxy-N-(4-hydroxy-3-methoxybenzyl)-8-methylnonenamide), in colon cancer cell lines. Hydroxycapsaicin inhibited HDAC activity in vitro (IC50 = 72 µM) much more effectively than the prototype capsaicin (IC50 > 13.1 mM) and also exhibited HDAC inhibitory activity in human cells (HeLa cells). MTT assay demonstrated that hydroxycapsaicin was less toxic than capsaicin against both cancer and noncancer cells; however, hydroxycapsaicin, with greater HDAC inhibitory activity, was more effective than capsaicin at inducing apoptosis in colon cancer cell lines, especially in HCT116 cells. Hydroxycapsaicin appeared to induce less apoptotic cell death than capsaicin in Vero cells. Moreover, only hydroxycapsaicin induced S-phase cell-cycle arrest in both HT29 and HCT116 cells. The current study demonstrates that hydroxycapsaicin can act as a novel HDAC inhibitor, which would lead to a promising strategy for the development of safe and effective chemotherapeutic drugs from the abundant natural capsaicin of chili pepper.

 

Capsaicin possesses cytotoxic/anticancer activity and shares some common structural features, including a benzene ring and a long hydrophobic carbon tail, with the histone deacetylase (HDAC) inhibitors trichostatin A and suberoylanilide hydroxamic acid. The aims of this study were to investigate HDAC inhibitory and cytotoxic activities of a synthetic derivative of capsaicin, hydroxycapsaicin (6-hydroxy-N-(4-hydroxy-3-methoxybenzyl)-8-methylnonenamide), in colon cancer cell lines. Hydroxycapsaicin inhibited HDAC activity in vitro (IC50 = 72 µM) much more effectively than the prototype capsaicin (IC50 > 13.1 mM) and also exhibited HDAC inhibitory activity in human cells (HeLa cells). MTT assay demonstrated that hydroxycapsaicin was less toxic than capsaicin against both cancer and noncancer cells; however, hydroxycapsaicin, with greater HDAC inhibitory activity, was more effective than capsaicin at inducing apoptosis in colon cancer cell lines, especially in HCT116 cells. Hydroxycapsaicin appeared to induce less apoptotic cell death than capsaicin in Vero cells. Moreover, only hydroxycapsaicin induced S-phase cell-cycle arrest in both HT29 and HCT116 cells. The current study demonstrates that hydroxycapsaicin can act as a novel HDAC inhibitor, which would lead to a promising strategy for the development of safe and effective chemotherapeutic drugs from the abundant natural capsaicin of chili pepper.

Article Details

Histone deacetylase inhibitory activity of hydroxycapsaicin, a synthetic derivative of capsaicin, and its cytotoxic effects against human colon cancer cell lines

Authors:

Thanaset SENAWONG | Paweena WONGPHAKHAM | Thussanee SAIWICHAI | Chanokbhorn PHAOSIRI | Pakit KUMBOONMA

Publisher:

TUBITAK

Main Topics:

Life sciences

Journal:

Turkish Journal of Biology 2015 Vol.39 Issue 3, pp.370-379

Document Type:

Article

Publication Date:

8/2015

Document Language:

English

Document ID (Org No.):

2000811907

Frequency:

Bimonthly

eISSN:

1303-6092

pISSN:

1300-0152

DOI:

https://doi.org/10.3906/biy-1409-60

Capsaicin

apoptosis

cell-cycle arrest

cytotoxicity

HDAC inhibitor

colon cancer

Issues

Article Details

Histone deacetylase inhibitory activity of hydroxycapsaicin, a synthetic derivative of capsaicin, and its cytotoxic effects against human colon cancer cell lines

Authors: Thanaset SENAWONG | Paweena WONGPHAKHAM | Thussanee SAIWICHAI | Chanokbhorn PHAOSIRI | Pakit KUMBOONMA

Publisher: TUBITAK

Main Topics: Life sciences

Journal: Turkish Journal of Biology 2015 Vol.39 Issue 3, pp.370-379

Document Type: Article

Publication Date: 8/2015

Document Language: English

Document ID (Org No.): 2000811907

Frequency: Bimonthly

eISSN: 1303-6092

pISSN: 1300-0152

DOI: https://doi.org/10.3906/biy-1409-60

Capsaicin

apoptosis

cell-cycle arrest

cytotoxicity

HDAC inhibitor

colon cancer

Issues

Authors:

Thanaset SENAWONG | Paweena WONGPHAKHAM | Thussanee SAIWICHAI | Chanokbhorn PHAOSIRI | Pakit KUMBOONMA

Publisher:

TUBITAK

Main Topics:

Life sciences

Journal:

Turkish Journal of Biology 2015 Vol.39 Issue 3, pp.370-379

Document Type:

Article

Publication Date:

8/2015

Document Language:

English

Document ID (Org No.):

2000811907

Frequency:

Bimonthly

eISSN:

1303-6092

pISSN:

1300-0152

DOI:

https://doi.org/10.3906/biy-1409-60