Synthesis, singlet-oxygen photogeneration, two-photon absorption, photo-induced DNA cleavage and cytotoxic properties of an amphiphilic β-Schiff-base linked Ru(II) polypyridyl-porphyrin conjugate

Hanzhong Ke; Wanpeng Ma; Hongda Wang; Guoe Cheng; Han Yuan; Wai-Kwok Wong; Daniel W.J. Kwong; Hoi-Lam Tam; Kok-Wai Cheah; Chi-Fai Chan; Ka-Leung Wong

doi:10.1016/j.jlumin.2014.04.024

Synthesis, singlet-oxygen photogeneration, two-photon absorption, photo-induced DNA cleavage and cytotoxic properties of an amphiphilic β-Schiff-base linked Ru(II) polypyridyl-porphyrin conjugate

Hanzhong Ke, Wanpeng Ma, Hongda Wang, Guoe Cheng, Han Yuan, Wai-Kwok Wong, Daniel W.J. Kwong, Hoi-Lam Tam, Kok-Wai Cheah, Chi-Fai Chan, Ka-Leung Wong

Research output: Journal Publications and Reviews › RGC 21 - Publication in refereed journal › peer-review

16 Citations (Scopus)

Abstract

A novel porphyrin-polypyridyl ruthenium(II) conjugate (TPP-Ru), in which the ruthenium(II) polypyridyl moiety is linked to the β-position of the tetraphenylporphyrin via a Schiff base linkage, has been synthesized and characterized by ¹H NMR, HRMS and UV-visible spectroscopy. The relative singlet oxygen quantum yield and two-photon absorption cross-section of this conjugate, together with its photo-induced DNA cleavage and cytotoxic activities were measured. The results show that the amphiphilic ruthenium(II) polypyridyl-porphyrin conjugate is an effective DNA photocleavage agent, with potential application in one- and two-photon absorption anti-cancer photodynamic therapy. © 2014 Elsevier B.V.

Original language	English
Pages (from-to)	356-361
Journal	Journal of Luminescence
Volume	154
DOIs	https://doi.org/10.1016/j.jlumin.2014.04.024
Publication status	Published - Oct 2014
Externally published	Yes

Bibliographical note

Publication details (e.g. title, author(s), publication statuses and dates) are captured on an “AS IS” and “AS AVAILABLE” basis at the time of record harvesting from the data source. Suggestions for further amendments or supplementary information can be sent to [email protected].

Funding

The work described in this paper was partially supported by a grant from the Research Grants Council of the Hong Kong SAR, PR China (HKBU 202210, 203112) and a grant from the Hong Kong Baptist University ( FRG2/11-12/038 ).

UN SDGs

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

SDG 3 Good Health and Well-being

Research Keywords

DNA cleavage
in vitro imaging
Photodynamic therapy agents
Porphyrin

RGC Funding Information

RGC-funded

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10.1016/j.jlumin.2014.04.024

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Ke, H., Ma, W., Wang, H., Cheng, G., Yuan, H., Wong, W.-K., Kwong, D. W. J., Tam, H.-L., Cheah, K.-W., Chan, C.-F., & Wong, K.-L. (2014). Synthesis, singlet-oxygen photogeneration, two-photon absorption, photo-induced DNA cleavage and cytotoxic properties of an amphiphilic β-Schiff-base linked Ru(II) polypyridyl-porphyrin conjugate. Journal of Luminescence, 154, 356-361. https://doi.org/10.1016/j.jlumin.2014.04.024

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title = "Synthesis, singlet-oxygen photogeneration, two-photon absorption, photo-induced DNA cleavage and cytotoxic properties of an amphiphilic β-Schiff-base linked Ru(II) polypyridyl-porphyrin conjugate",

abstract = "A novel porphyrin-polypyridyl ruthenium(II) conjugate (TPP-Ru), in which the ruthenium(II) polypyridyl moiety is linked to the β-position of the tetraphenylporphyrin via a Schiff base linkage, has been synthesized and characterized by 1H NMR, HRMS and UV-visible spectroscopy. The relative singlet oxygen quantum yield and two-photon absorption cross-section of this conjugate, together with its photo-induced DNA cleavage and cytotoxic activities were measured. The results show that the amphiphilic ruthenium(II) polypyridyl-porphyrin conjugate is an effective DNA photocleavage agent, with potential application in one- and two-photon absorption anti-cancer photodynamic therapy. {\textcopyright} 2014 Elsevier B.V.",

keywords = "DNA cleavage, in vitro imaging, Photodynamic therapy agents, Porphyrin",

author = "Hanzhong Ke and Wanpeng Ma and Hongda Wang and Guoe Cheng and Han Yuan and Wai-Kwok Wong and Kwong, {Daniel W.J.} and Hoi-Lam Tam and Kok-Wai Cheah and Chi-Fai Chan and Ka-Leung Wong",

note = "Publication details (e.g. title, author(s), publication statuses and dates) are captured on an “AS IS” and “AS AVAILABLE” basis at the time of record harvesting from the data source. Suggestions for further amendments or supplementary information can be sent to [email protected].",

year = "2014",

month = oct,

doi = "10.1016/j.jlumin.2014.04.024",

language = "English",

volume = "154",

pages = "356--361",

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Ke, H, Ma, W, Wang, H, Cheng, G, Yuan, H, Wong, W-K, Kwong, DWJ, Tam, H-L, Cheah, K-W, Chan, C-F & Wong, K-L 2014, 'Synthesis, singlet-oxygen photogeneration, two-photon absorption, photo-induced DNA cleavage and cytotoxic properties of an amphiphilic β-Schiff-base linked Ru(II) polypyridyl-porphyrin conjugate', Journal of Luminescence, vol. 154, pp. 356-361. https://doi.org/10.1016/j.jlumin.2014.04.024

Synthesis, singlet-oxygen photogeneration, two-photon absorption, photo-induced DNA cleavage and cytotoxic properties of an amphiphilic β-Schiff-base linked Ru(II) polypyridyl-porphyrin conjugate. / Ke, Hanzhong; Ma, Wanpeng; Wang, Hongda et al.
In: Journal of Luminescence, Vol. 154, 10.2014, p. 356-361.

Research output: Journal Publications and Reviews › RGC 21 - Publication in refereed journal › peer-review

TY - JOUR

T1 - Synthesis, singlet-oxygen photogeneration, two-photon absorption, photo-induced DNA cleavage and cytotoxic properties of an amphiphilic β-Schiff-base linked Ru(II) polypyridyl-porphyrin conjugate

AU - Ke, Hanzhong

AU - Ma, Wanpeng

AU - Wang, Hongda

AU - Cheng, Guoe

AU - Yuan, Han

AU - Wong, Wai-Kwok

AU - Kwong, Daniel W.J.

AU - Tam, Hoi-Lam

AU - Cheah, Kok-Wai

AU - Chan, Chi-Fai

AU - Wong, Ka-Leung

N1 - Publication details (e.g. title, author(s), publication statuses and dates) are captured on an “AS IS” and “AS AVAILABLE” basis at the time of record harvesting from the data source. Suggestions for further amendments or supplementary information can be sent to [email protected].

PY - 2014/10

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N2 - A novel porphyrin-polypyridyl ruthenium(II) conjugate (TPP-Ru), in which the ruthenium(II) polypyridyl moiety is linked to the β-position of the tetraphenylporphyrin via a Schiff base linkage, has been synthesized and characterized by 1H NMR, HRMS and UV-visible spectroscopy. The relative singlet oxygen quantum yield and two-photon absorption cross-section of this conjugate, together with its photo-induced DNA cleavage and cytotoxic activities were measured. The results show that the amphiphilic ruthenium(II) polypyridyl-porphyrin conjugate is an effective DNA photocleavage agent, with potential application in one- and two-photon absorption anti-cancer photodynamic therapy. © 2014 Elsevier B.V.

AB - A novel porphyrin-polypyridyl ruthenium(II) conjugate (TPP-Ru), in which the ruthenium(II) polypyridyl moiety is linked to the β-position of the tetraphenylporphyrin via a Schiff base linkage, has been synthesized and characterized by 1H NMR, HRMS and UV-visible spectroscopy. The relative singlet oxygen quantum yield and two-photon absorption cross-section of this conjugate, together with its photo-induced DNA cleavage and cytotoxic activities were measured. The results show that the amphiphilic ruthenium(II) polypyridyl-porphyrin conjugate is an effective DNA photocleavage agent, with potential application in one- and two-photon absorption anti-cancer photodynamic therapy. © 2014 Elsevier B.V.

KW - DNA cleavage

KW - in vitro imaging

KW - Photodynamic therapy agents

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DO - 10.1016/j.jlumin.2014.04.024

M3 - RGC 21 - Publication in refereed journal

SN - 0022-2313

VL - 154

SP - 356

EP - 361

JO - Journal of Luminescence

JF - Journal of Luminescence

ER -

Synthesis, singlet-oxygen photogeneration, two-photon absorption, photo-induced DNA cleavage and cytotoxic properties of an amphiphilic β-Schiff-base linked Ru(II) polypyridyl-porphyrin conjugate

Abstract

Bibliographical note

Funding

UN SDGs

Research Keywords

RGC Funding Information

Access Output

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