Photophysical Properties of Pheophorbide-a Derivatives and Their Photodynamic Therapeutic Effects on a Tumor Cell Line In Vitro

Pheophorbide-a derivatives have been reported to be potential photosensitizers for photodynamic therapy (PDT). In this study, photophysics of pheophorbide-a derivatives (PaDs) were investigated along with their photodynamic tumoricidal effect in vitro. PaDs were modified by changing the coil length...

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Main Authors: Kang-Kyun Wang, Jing Li, Bong-Jin Kim, Jeong-Hyun Lee, Hee-Won Shin, Si-Hwan Ko, Won-Young Lee, Chang-Hee Lee, Seok Hoon Jung, Yong-Rok Kim
Format: Article
Language:English
Published: Wiley 2014-01-01
Series:International Journal of Photoenergy
Online Access:http://dx.doi.org/10.1155/2014/793723
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author Kang-Kyun Wang
Jing Li
Bong-Jin Kim
Jeong-Hyun Lee
Hee-Won Shin
Si-Hwan Ko
Won-Young Lee
Chang-Hee Lee
Seok Hoon Jung
Yong-Rok Kim
author_facet Kang-Kyun Wang
Jing Li
Bong-Jin Kim
Jeong-Hyun Lee
Hee-Won Shin
Si-Hwan Ko
Won-Young Lee
Chang-Hee Lee
Seok Hoon Jung
Yong-Rok Kim
author_sort Kang-Kyun Wang
collection DOAJ
description Pheophorbide-a derivatives have been reported to be potential photosensitizers for photodynamic therapy (PDT). In this study, photophysics of pheophorbide-a derivatives (PaDs) were investigated along with their photodynamic tumoricidal effect in vitro. PaDs were modified by changing the coil length and/or making the hydroxyl group (–OH) substitutions. Their photophysical properties were studied by steady-state and time-resolved spectroscopic methods. The photodynamic tumoricidal effect was evaluated in the mouse breast cancer cell line (EMT6). Lifetime and quantum yield of fluorescence and quantum yields of triplet state and singlet oxygen were studied to determine the dynamic energy flow. The coil length of the substituted alkyl group did not significantly affect the spectroscopic properties. However, the substitution with the hydroxyl group increased the quantum yields of the triplet state and the singlet oxygen due to the enhanced intersystem crossing. In order to check the application possibility as a photodynamic therapy agent, the PaDs with hydroxyl group were studied for the cellular affinity and the photodynamic tumoricidal effect of EMT6. The results showed that the cellular affinity and the photodynamic tumoricidal effect of PaDs with the hydroxyl group depended on the coil-length of the substituted alkyl group.
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spelling doaj-art-0dfd5aad55b54653a379c45929c24c532025-08-20T02:02:30ZengWileyInternational Journal of Photoenergy1110-662X1687-529X2014-01-01201410.1155/2014/793723793723Photophysical Properties of Pheophorbide-a Derivatives and Their Photodynamic Therapeutic Effects on a Tumor Cell Line In VitroKang-Kyun Wang0Jing Li1Bong-Jin Kim2Jeong-Hyun Lee3Hee-Won Shin4Si-Hwan Ko5Won-Young Lee6Chang-Hee Lee7Seok Hoon Jung8Yong-Rok Kim9Department of Chemistry, Yonsei University, 50 Yonsero, Seodaemun-Gu, Seoul 120-749, Republic of KoreaDepartment of Chemistry, Yonsei University, 50 Yonsero, Seodaemun-Gu, Seoul 120-749, Republic of KoreaDepartment of Chemistry, Yonsei University, 50 Yonsero, Seodaemun-Gu, Seoul 120-749, Republic of KoreaDepartment of Chemistry, Yonsei University, 50 Yonsero, Seodaemun-Gu, Seoul 120-749, Republic of KoreaDepartment of Chemistry, Yonsei University, 50 Yonsero, Seodaemun-Gu, Seoul 120-749, Republic of KoreaDepartment of Microbiology, College of Medicine, Yonsei University, Seoul 120-752, Republic of KoreaDepartment of Microbiology, College of Medicine, Yonsei University, Seoul 120-752, Republic of KoreaDepartment of Chemistry, Kangwon National University, Chuncheon 200-701, Republic of KoreaDepartment of Laboratory Medicine and Research Institute of Bacterial Resistance, College of Medicine, Yonsei University, 211 Eonjuro, Gangnam-Gu, Seoul 135-720, Republic of KoreaDepartment of Chemistry, Yonsei University, 50 Yonsero, Seodaemun-Gu, Seoul 120-749, Republic of KoreaPheophorbide-a derivatives have been reported to be potential photosensitizers for photodynamic therapy (PDT). In this study, photophysics of pheophorbide-a derivatives (PaDs) were investigated along with their photodynamic tumoricidal effect in vitro. PaDs were modified by changing the coil length and/or making the hydroxyl group (–OH) substitutions. Their photophysical properties were studied by steady-state and time-resolved spectroscopic methods. The photodynamic tumoricidal effect was evaluated in the mouse breast cancer cell line (EMT6). Lifetime and quantum yield of fluorescence and quantum yields of triplet state and singlet oxygen were studied to determine the dynamic energy flow. The coil length of the substituted alkyl group did not significantly affect the spectroscopic properties. However, the substitution with the hydroxyl group increased the quantum yields of the triplet state and the singlet oxygen due to the enhanced intersystem crossing. In order to check the application possibility as a photodynamic therapy agent, the PaDs with hydroxyl group were studied for the cellular affinity and the photodynamic tumoricidal effect of EMT6. The results showed that the cellular affinity and the photodynamic tumoricidal effect of PaDs with the hydroxyl group depended on the coil-length of the substituted alkyl group.http://dx.doi.org/10.1155/2014/793723
spellingShingle Kang-Kyun Wang
Jing Li
Bong-Jin Kim
Jeong-Hyun Lee
Hee-Won Shin
Si-Hwan Ko
Won-Young Lee
Chang-Hee Lee
Seok Hoon Jung
Yong-Rok Kim
Photophysical Properties of Pheophorbide-a Derivatives and Their Photodynamic Therapeutic Effects on a Tumor Cell Line In Vitro
International Journal of Photoenergy
title Photophysical Properties of Pheophorbide-a Derivatives and Their Photodynamic Therapeutic Effects on a Tumor Cell Line In Vitro
title_full Photophysical Properties of Pheophorbide-a Derivatives and Their Photodynamic Therapeutic Effects on a Tumor Cell Line In Vitro
title_fullStr Photophysical Properties of Pheophorbide-a Derivatives and Their Photodynamic Therapeutic Effects on a Tumor Cell Line In Vitro
title_full_unstemmed Photophysical Properties of Pheophorbide-a Derivatives and Their Photodynamic Therapeutic Effects on a Tumor Cell Line In Vitro
title_short Photophysical Properties of Pheophorbide-a Derivatives and Their Photodynamic Therapeutic Effects on a Tumor Cell Line In Vitro
title_sort photophysical properties of pheophorbide a derivatives and their photodynamic therapeutic effects on a tumor cell line in vitro
url http://dx.doi.org/10.1155/2014/793723
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