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; Rick W K 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
, Rick W K WONG
, Daniel W J KWONG
, Hoi Lam TAM
, Kok Wai CHEAH
, Chi Fai Chan
, Ka-Leung WONG

^*Corresponding author for this work

Research output: Contribution to journal › Journal article › 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.

Original language	English
Pages (from-to)	356-361
Number of pages	6
Journal	Journal of Luminescence
Volume	154
DOIs	https://doi.org/10.1016/j.jlumin.2014.04.024
Publication status	Published - Oct 2014

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

SDG 3 Good Health and Well-being

User-Defined Keywords

DNA cleavage
in vitro imaging
Photodynamic therapy agents
Porphyrin

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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, R. 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

@article{571aa72acccb4f5a8fdfb740d62b7064,

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.",

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 WONG, \{Rick W K\} and KWONG, \{Daniel W J\} and TAM, \{Hoi Lam\} and CHEAH, \{Kok Wai\} and Chan, \{Chi Fai\} and Ka-Leung WONG",

note = "Funding Information: 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 ). ",

year = "2014",

month = oct,

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

language = "English",

volume = "154",

pages = "356--361",

journal = "Journal of Luminescence",

issn = "0022-2313",

publisher = "Elsevier B.V.",

}

Ke, H, Ma, W, Wang, H, Cheng, G, Yuan, H, WONG, RWK, KWONG, DWJ, TAM, HL, CHEAH, KW, Chan, CF & 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: Contribution to journal › Journal article › 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, Rick W K

AU - KWONG, Daniel W J

AU - TAM, Hoi Lam

AU - CHEAH, Kok Wai

AU - Chan, Chi Fai

AU - WONG, Ka-Leung

N1 - Funding Information: 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 ).

PY - 2014/10

Y1 - 2014/10

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.

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.

KW - DNA cleavage

KW - in vitro imaging

KW - Photodynamic therapy agents

KW - Porphyrin

UR - https://www.scopus.com/pages/publications/84901933216

U2 - 10.1016/j.jlumin.2014.04.024

DO - 10.1016/j.jlumin.2014.04.024

M3 - Journal article

AN - SCOPUS:84901933216

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

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