A Smart Europium-Ruthenium Complex as Anticancer Prodrug: Controllable Drug Release and Real-Time Monitoring under Different Light Excitations

Hongguang Li; Chen Xie; Rongfeng Lan; Shuai Zha; Chi Fai Chan; Wing Yan Wong; Ka Lok Ho; Brandon Dow Chan; Yuxia Luo; Jing Xiang Zhang; Ga Lai Law; William C S Tai; Jean Claude G. Bünzli; Ka-Leung Wong

doi:10.1021/acs.jmedchem.7b01162

A Smart Europium-Ruthenium Complex as Anticancer Prodrug: Controllable Drug Release and Real-Time Monitoring under Different Light Excitations

Hongguang Li, Chen Xie, Rongfeng Lan, Shuai Zha, Chi Fai Chan, Wing Yan Wong, Ka Lok Ho, Brandon Dow Chan, Yuxia Luo, Jing Xiang Zhang, Ga Lai Law^*, William C S Tai^*, Jean Claude G. Bünzli^*, Ka-Leung Wong^*

^*Corresponding author for this work

Department of Chemistry

Research output: Contribution to journal › Journal article › peer-review

52 Citations (Scopus)

Abstract

A unique, dual-function, photoactivatable anticancer prodrug, RuEuL, has been tailored that features a ruthenium(II) complex linked to a cyclen-europium chelate via a π-conjugated bridge. Under irradiation at 488 nm, the dark-inactive prodrug undergoes photodissociation, releasing the DNA-damaging ruthenium species. Under evaluation-window irradiation (λ_irr = one-photon 350 nm or two-photon 700 nm), the drug delivery process can be quantitatively monitored in real-time because of the long-lived red europium emission. Linear relationships between released drug concentration and ESI-MS or luminescence responses are established. Finally, the efficiency of the new prodrug is demonstrated both in vitro RuEuL anticancer prodrug over some existing ones and open the way for decisive improvements in multipurpose prodrugs.

Original language	English
Pages (from-to)	8923-8932
Number of pages	10
Journal	Journal of Medicinal Chemistry
Volume	60
Issue number	21
Early online date	19 Oct 2017
DOIs	https://doi.org/10.1021/acs.jmedchem.7b01162
Publication status	Published - 9 Nov 2017

Scopus Subject Areas

Molecular Medicine
Drug Discovery

UN SDGs

This output contributes to the following UN Sustainable Development Goals (SDGs)

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10.1021/acs.jmedchem.7b01162

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Li, H., Xie, C., Lan, R., Zha, S., Chan, C. F., Wong, W. Y., Ho, K. L., Chan, B. D., Luo, Y., Zhang, J. X., Law, G. L., Tai, W. C. S., Bünzli, J. C. G., & Wong, K.-L. (2017). A Smart Europium-Ruthenium Complex as Anticancer Prodrug: Controllable Drug Release and Real-Time Monitoring under Different Light Excitations. Journal of Medicinal Chemistry, 60(21), 8923-8932. https://doi.org/10.1021/acs.jmedchem.7b01162

@article{00c0a65e0c5d42b39668664bf1f273db,

title = "A Smart Europium-Ruthenium Complex as Anticancer Prodrug: Controllable Drug Release and Real-Time Monitoring under Different Light Excitations",

abstract = "A unique, dual-function, photoactivatable anticancer prodrug, RuEuL, has been tailored that features a ruthenium(II) complex linked to a cyclen-europium chelate via a π-conjugated bridge. Under irradiation at 488 nm, the dark-inactive prodrug undergoes photodissociation, releasing the DNA-damaging ruthenium species. Under evaluation-window irradiation (λirr = one-photon 350 nm or two-photon 700 nm), the drug delivery process can be quantitatively monitored in real-time because of the long-lived red europium emission. Linear relationships between released drug concentration and ESI-MS or luminescence responses are established. Finally, the efficiency of the new prodrug is demonstrated both in vitro RuEuL anticancer prodrug over some existing ones and open the way for decisive improvements in multipurpose prodrugs.",

author = "Hongguang Li and Chen Xie and Rongfeng Lan and Shuai Zha and Chan, {Chi Fai} and Wong, {Wing Yan} and Ho, {Ka Lok} and Chan, {Brandon Dow} and Yuxia Luo and Zhang, {Jing Xiang} and Law, {Ga Lai} and Tai, {William C S} and B{\"u}nzli, {Jean Claude G.} and Ka-Leung Wong",

note = "Funding Information: This work was funded by grants from The Hong Kong Research Grants Council (HKBU 12309516), HKBU (FRG 2/ 16-17/016), and National Natural Science Foundation of China (21402167 and 21401035), Natural Science Foundation of Guangdong Province (2014A030307027), and Dr Kennedy Y. H. Wong Distinguished Visiting Professorship Scheme 2016/ 17, Hong Kong Baptist University (J.C.G.B.).",

year = "2017",

month = nov,

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doi = "10.1021/acs.jmedchem.7b01162",

language = "English",

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Li, H, Xie, C, Lan, R, Zha, S, Chan, CF, Wong, WY, Ho, KL, Chan, BD, Luo, Y, Zhang, JX, Law, GL, Tai, WCS, Bünzli, JCG & Wong, K-L 2017, 'A Smart Europium-Ruthenium Complex as Anticancer Prodrug: Controllable Drug Release and Real-Time Monitoring under Different Light Excitations', Journal of Medicinal Chemistry, vol. 60, no. 21, pp. 8923-8932. https://doi.org/10.1021/acs.jmedchem.7b01162

TY - JOUR

T1 - A Smart Europium-Ruthenium Complex as Anticancer Prodrug

T2 - Controllable Drug Release and Real-Time Monitoring under Different Light Excitations

AU - Li, Hongguang

AU - Xie, Chen

AU - Lan, Rongfeng

AU - Zha, Shuai

AU - Chan, Chi Fai

AU - Wong, Wing Yan

AU - Ho, Ka Lok

AU - Chan, Brandon Dow

AU - Luo, Yuxia

AU - Zhang, Jing Xiang

AU - Law, Ga Lai

AU - Tai, William C S

AU - Bünzli, Jean Claude G.

AU - Wong, Ka-Leung

N1 - Funding Information: This work was funded by grants from The Hong Kong Research Grants Council (HKBU 12309516), HKBU (FRG 2/ 16-17/016), and National Natural Science Foundation of China (21402167 and 21401035), Natural Science Foundation of Guangdong Province (2014A030307027), and Dr Kennedy Y. H. Wong Distinguished Visiting Professorship Scheme 2016/ 17, Hong Kong Baptist University (J.C.G.B.).

PY - 2017/11/9

Y1 - 2017/11/9

N2 - A unique, dual-function, photoactivatable anticancer prodrug, RuEuL, has been tailored that features a ruthenium(II) complex linked to a cyclen-europium chelate via a π-conjugated bridge. Under irradiation at 488 nm, the dark-inactive prodrug undergoes photodissociation, releasing the DNA-damaging ruthenium species. Under evaluation-window irradiation (λirr = one-photon 350 nm or two-photon 700 nm), the drug delivery process can be quantitatively monitored in real-time because of the long-lived red europium emission. Linear relationships between released drug concentration and ESI-MS or luminescence responses are established. Finally, the efficiency of the new prodrug is demonstrated both in vitro RuEuL anticancer prodrug over some existing ones and open the way for decisive improvements in multipurpose prodrugs.

AB - A unique, dual-function, photoactivatable anticancer prodrug, RuEuL, has been tailored that features a ruthenium(II) complex linked to a cyclen-europium chelate via a π-conjugated bridge. Under irradiation at 488 nm, the dark-inactive prodrug undergoes photodissociation, releasing the DNA-damaging ruthenium species. Under evaluation-window irradiation (λirr = one-photon 350 nm or two-photon 700 nm), the drug delivery process can be quantitatively monitored in real-time because of the long-lived red europium emission. Linear relationships between released drug concentration and ESI-MS or luminescence responses are established. Finally, the efficiency of the new prodrug is demonstrated both in vitro RuEuL anticancer prodrug over some existing ones and open the way for decisive improvements in multipurpose prodrugs.

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SN - 0022-2623

VL - 60

SP - 8923

EP - 8932

JO - Journal of Medicinal Chemistry

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IS - 21

ER -

A Smart Europium-Ruthenium Complex as Anticancer Prodrug: Controllable Drug Release and Real-Time Monitoring under Different Light Excitations

Abstract

Scopus Subject Areas

UN SDGs

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