A trienone analog of curcumin, 1,7-bis (3-hydroxyphenyl)-1,4,6-heptatrien-3-one, possesses ROS- and caspase-mediated apoptosis in human oral squamous cell carcinoma cells in vitro

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Research Article: A trienone analog of curcumin, 1,7-bis (3-hydroxyphenyl)-1,4,6-heptatrien-3-one, possesses ROS- and caspase-mediated apoptosis in human oral squamous cell carcinoma cells in vitro
ผู้เขียน/Author: Tanyarath Utaipan, Piyawan Boonyanuphong, Thipphawan Chuprajob, Apichart Suksamrarn and Warangkana Chunglok
Email: thipphawan@siam.edu
Department/Faculty Department of Chemistry, Faculty of Science,  Siam University, Bangkok 10160
Published/แหล่งเผยแพร่ Applied Biological Chemistry, Vol.63 No.7 (2020), page 1-11

Citation

Tanyarath Utaipan, Piyawan Boonyanuphong, Thipphawan Chuprajob, Apichart Suksamrarn and Warangkana Chunglok. (2020). A trienone analog of curcumin, 1,7-bis(3-hydroxyphenyl)-1,4,6-heptatrien-3-one, possesses ROS- and caspase-mediated apoptosis in human oral squamous cell carcinoma cells in vitro. Applied Biological Chemistry, 63(7), 1-11.


ABSTRACT

The leading causes of oral cancer treatment failure are cancer metastasis and chemotherapeutic resistance. Thus, developing novel anticancer agents that are effective against those aggressive cancer cells would be important for complementary or alternative treatments. The objective of this study was to investigate cytotoxicity and anticancer mechanisms of a synthetic trienone analog of curcumin, 1,7-bis(3-hydroxyphenyl)-1,4,6-heptatrien-3-one (trienone 11), against human oral squamous cell carcinoma (OSCC) cells exhibiting multidrug resistance (CLS-354/DX). The study of cytotoxicity showed that trienone 11 exerted threefold stronger cytotoxicity to CLS-354/DX cells than curcumin. Trienone 11 (15–30 μM) markedly induced intracellular reactive oxygen species (ROS) resulting in apoptotic cell death within 24 h, through activation of caspase-3/7 and caspase-9. A ROS inhibitor, N-acetylcysteine (NAC) prevented apoptotic cell death via decreasing caspase activation. Thus, the cytotoxicity of trienone 11 against CLS-354/DX cells was ROS-mediated intrinsic apoptosis. Overall, trienone 11 could be an interesting lead for developing anti-cancer agents against multidrug resistant OSCC cells.

Keywords:  Trienone, Curcumin analog, Cytotoxicity, Human mouth squamous cell carcinoma cells, Reactive oxygen species, Apoptosis.


A trienone analog of curcumin, 1,7-bis(3-hydroxyphenyl)-1,4,6-heptatrien-3-one, possesses ROS- and caspase-mediated apoptosis in human oral squamous cell carcinoma cells in vitro

Faculty of Science, Siam University, Bangkok, Thailand

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