Highly selective mitochondria-targeting amphiphilic silicon(IV) phthalocyanines with axially ligated rhodamine B for photodynamic therapy

Zhixin Zhao; Pui Shan Chan; Hongguang Li; Ka-Leung WONG; Ricky N S WONG; Nai Ki MAK; Jie Zhang; Hoi Lam TAM; Wai Yeung WONG; Daniel W J KWONG; Rick W K WONG

doi:10.1021/ic201178e

Highly selective mitochondria-targeting amphiphilic silicon(IV) phthalocyanines with axially ligated rhodamine B for photodynamic therapy

Zhixin Zhao, Pui Shan Chan, Hongguang Li, Ka-Leung WONG, Ricky N S WONG, Nai Ki MAK^*, Jie Zhang, Hoi Lam TAM, Wai Yeung WONG, Daniel W J KWONG, Rick W K WONG

^*Corresponding author for this work

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

68 Citations (Scopus)

Abstract

Two axially ligated rhodamine-Si(IV)-phthalocyanine (Rh-SiPc) conjugates, bearing one and two rhodamine B, were synthesized and their linear and two-photon photophysical, subcellular localization and photocytotoxic properties were studied. These Rh-SiPc conjugates exhibited an almost exclusive mitochondrial localizing property in human nasopharyngeal carcinoma (HK-1) cells and human cervical carcinoma (HeLa) cells. Strong photocytotoxic but low dark cytotoxic properties were also observed for the two Rh-SiPc conjugates toward the HK-1 cells. Using nuclei staining method and flow cytometric DNA content analysis, apoptotic cell death was induced by these conjugates upon photoactivation. This observation is consistent with their mitochondrial localization property. The observed properties of these conjugates qualify them as promising PDT agents.

Original language	English
Pages (from-to)	812-821
Number of pages	10
Journal	Inorganic Chemistry
Volume	51
Issue number	2
DOIs	https://doi.org/10.1021/ic201178e
Publication status	Published - 16 Jan 2012

Scopus Subject Areas

Physical and Theoretical Chemistry
Inorganic Chemistry

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@article{4baa9807aa5a46ffa7e6bea22d893798,

title = "Highly selective mitochondria-targeting amphiphilic silicon(IV) phthalocyanines with axially ligated rhodamine B for photodynamic therapy",

abstract = "Two axially ligated rhodamine-Si(IV)-phthalocyanine (Rh-SiPc) conjugates, bearing one and two rhodamine B, were synthesized and their linear and two-photon photophysical, subcellular localization and photocytotoxic properties were studied. These Rh-SiPc conjugates exhibited an almost exclusive mitochondrial localizing property in human nasopharyngeal carcinoma (HK-1) cells and human cervical carcinoma (HeLa) cells. Strong photocytotoxic but low dark cytotoxic properties were also observed for the two Rh-SiPc conjugates toward the HK-1 cells. Using nuclei staining method and flow cytometric DNA content analysis, apoptotic cell death was induced by these conjugates upon photoactivation. This observation is consistent with their mitochondrial localization property. The observed properties of these conjugates qualify them as promising PDT agents.",

author = "Zhixin Zhao and Chan, {Pui Shan} and Hongguang Li and Ka-Leung WONG and WONG, {Ricky N S} and MAK, {Nai Ki} and Jie Zhang and TAM, {Hoi Lam} and WONG, {Wai Yeung} and KWONG, {Daniel W J} and WONG, {Rick W K}",

note = "The work described in this paper was partially supported by a grant from the Research Grants Council of the Hong Kong SAR, P.R. China (HKBU 202509 and HKBU 202210) and a grant from the Hong Kong Baptist University (FRG2/09-10/58). W.-Y. Wong and W.-K. Wong also thanks a grant from Areas of Excellence Scheme, University Grants Committee of HKSAR, China (Project No. [AoE/P-03/08]). ",

year = "2012",

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day = "16",

doi = "10.1021/ic201178e",

language = "English",

volume = "51",

pages = "812--821",

journal = "Inorganic Chemistry",

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publisher = "American Chemical Society",

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TY - JOUR

T1 - Highly selective mitochondria-targeting amphiphilic silicon(IV) phthalocyanines with axially ligated rhodamine B for photodynamic therapy

AU - Zhao, Zhixin

AU - Chan, Pui Shan

AU - Li, Hongguang

AU - WONG, Ka-Leung

AU - WONG, Ricky N S

AU - MAK, Nai Ki

AU - Zhang, Jie

AU - TAM, Hoi Lam

AU - WONG, Wai Yeung

AU - KWONG, Daniel W J

AU - WONG, Rick W K

N1 - The work described in this paper was partially supported by a grant from the Research Grants Council of the Hong Kong SAR, P.R. China (HKBU 202509 and HKBU 202210) and a grant from the Hong Kong Baptist University (FRG2/09-10/58). W.-Y. Wong and W.-K. Wong also thanks a grant from Areas of Excellence Scheme, University Grants Committee of HKSAR, China (Project No. [AoE/P-03/08]).

PY - 2012/1/16

Y1 - 2012/1/16

N2 - Two axially ligated rhodamine-Si(IV)-phthalocyanine (Rh-SiPc) conjugates, bearing one and two rhodamine B, were synthesized and their linear and two-photon photophysical, subcellular localization and photocytotoxic properties were studied. These Rh-SiPc conjugates exhibited an almost exclusive mitochondrial localizing property in human nasopharyngeal carcinoma (HK-1) cells and human cervical carcinoma (HeLa) cells. Strong photocytotoxic but low dark cytotoxic properties were also observed for the two Rh-SiPc conjugates toward the HK-1 cells. Using nuclei staining method and flow cytometric DNA content analysis, apoptotic cell death was induced by these conjugates upon photoactivation. This observation is consistent with their mitochondrial localization property. The observed properties of these conjugates qualify them as promising PDT agents.

AB - Two axially ligated rhodamine-Si(IV)-phthalocyanine (Rh-SiPc) conjugates, bearing one and two rhodamine B, were synthesized and their linear and two-photon photophysical, subcellular localization and photocytotoxic properties were studied. These Rh-SiPc conjugates exhibited an almost exclusive mitochondrial localizing property in human nasopharyngeal carcinoma (HK-1) cells and human cervical carcinoma (HeLa) cells. Strong photocytotoxic but low dark cytotoxic properties were also observed for the two Rh-SiPc conjugates toward the HK-1 cells. Using nuclei staining method and flow cytometric DNA content analysis, apoptotic cell death was induced by these conjugates upon photoactivation. This observation is consistent with their mitochondrial localization property. The observed properties of these conjugates qualify them as promising PDT agents.

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SN - 0020-1669

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JO - Inorganic Chemistry

JF - Inorganic Chemistry

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ER -

Highly selective mitochondria-targeting amphiphilic silicon(IV) phthalocyanines with axially ligated rhodamine B for photodynamic therapy

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