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Article

Efficient Photodynamic Killing of Gram-Positive Bacteria by Synthetic Curcuminoids

by
Sung-Jen Hung
1,2,
Yi-An Hong
1,3,
Kai-Yu Lin
4,
Yi-Wen Hua
4,
Chia-Jou Kuo
4,
Anren Hu
1,3,*,
Tzenge-Lien Shih
4,* and
Hao-Ping Chen
1,5,6,*
1
Institute of Medical Sciences, Tzu Chi University, Hualien 97004, Taiwan
2
Department of Dermatology, Hualien Tzu Chi Hospital, Hualien 97002, Taiwan
3
Department of Laboratory Medicine and Biotechnology, Tzu Chi University, Hualien 97004, Taiwan
4
Department of Chemistry, Tamkang University, New Taipei City 25137, Taiwan
5
Department of Biochemistry, Tzu Chi University, Hualien 97004, Taiwan
6
Integration Center of Traditional Chinese and Modern Medicine, Hualien Tzu Chi Hospital, Hualien 97002, Taiwan
*
Authors to whom correspondence should be addressed.
Int. J. Mol. Sci. 2020, 21(23), 9024; https://doi.org/10.3390/ijms21239024
Submission received: 27 October 2020 / Revised: 18 November 2020 / Accepted: 22 November 2020 / Published: 27 November 2020
(This article belongs to the Special Issue Antimicrobial Materials with Medical Applications)
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Abstract

In our previous study, we have demonstrated that curcumin can efficiently kill the anaerobic bacterium Propionibacterium acnes by irradiation with low-dose blue light. The curcuminoids present in natural plant turmeric mainly include curcumin, demethoxycurcumin, and bisdemethoxycurcumin. However, only curcumin is commercially available. Eighteen different curcumin analogs, including demethoxycurcumin and bisdemethoxycurcumin, were synthesized in this study. Their antibacterial activity against Gram-positive aerobic bacteria Staphylococcus aureus and Staphylococcus epidermidis was investigated using the photodynamic inactivation method. Among the three compounds in turmeric, curcumin activity is the weakest, and bisdemethoxycurcumin possesses the strongest activity. However, two synthetic compounds, (1E,6E)-1,7-bis(5-methylthiophen-2-yl)hepta-1,6-diene-3,5-dione and (1E,6E)-1,7-di(thiophen-2-yl)hepta-1,6-diene-3,5-dione, possess the best antibacterial activity among all compounds examined in this study. Their chemical stability is also better than that of bisdemethoxycurcumin, and thus has potential for future clinical applications.
Keywords: bisdemethoxycurcumin; curcumin; curcuminoid; demethoxycurcumin; photodynamic inactivation; Staphylococcus aureus; Staphylococcus epidermis bisdemethoxycurcumin; curcumin; curcuminoid; demethoxycurcumin; photodynamic inactivation; Staphylococcus aureus; Staphylococcus epidermis

Share and Cite

MDPI and ACS Style

Hung, S.-J.; Hong, Y.-A.; Lin, K.-Y.; Hua, Y.-W.; Kuo, C.-J.; Hu, A.; Shih, T.-L.; Chen, H.-P. Efficient Photodynamic Killing of Gram-Positive Bacteria by Synthetic Curcuminoids. Int. J. Mol. Sci. 2020, 21, 9024. https://doi.org/10.3390/ijms21239024

AMA Style

Hung S-J, Hong Y-A, Lin K-Y, Hua Y-W, Kuo C-J, Hu A, Shih T-L, Chen H-P. Efficient Photodynamic Killing of Gram-Positive Bacteria by Synthetic Curcuminoids. International Journal of Molecular Sciences. 2020; 21(23):9024. https://doi.org/10.3390/ijms21239024

Chicago/Turabian Style

Hung, Sung-Jen, Yi-An Hong, Kai-Yu Lin, Yi-Wen Hua, Chia-Jou Kuo, Anren Hu, Tzenge-Lien Shih, and Hao-Ping Chen. 2020. "Efficient Photodynamic Killing of Gram-Positive Bacteria by Synthetic Curcuminoids" International Journal of Molecular Sciences 21, no. 23: 9024. https://doi.org/10.3390/ijms21239024

APA Style

Hung, S.-J., Hong, Y.-A., Lin, K.-Y., Hua, Y.-W., Kuo, C.-J., Hu, A., Shih, T.-L., & Chen, H.-P. (2020). Efficient Photodynamic Killing of Gram-Positive Bacteria by Synthetic Curcuminoids. International Journal of Molecular Sciences, 21(23), 9024. https://doi.org/10.3390/ijms21239024

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