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.
authors.affiliation: Department of Chemistry, Hong Kong Baptist University, Kowloon Tong, Hong Kong SAR.
authors.forename: Zhixin
authors.initials: Z
authors.lastname: Zhao
authors.forename: Pui-Shan
authors.initials: PS
authors.lastname: Chan
authors.forename: Hongguang
authors.initials: H
authors.lastname: Li
authors.forename: Ka-Leung
authors.initials: KL
authors.lastname: Wong
authors.forename: Ricky Ngok Shun
authors.initials: RN
authors.lastname: Wong
authors.forename: Nai-Ki
authors.initials: NK
authors.lastname: Mak
authors.forename: Jie
authors.initials: J
authors.lastname: Zhang
authors.forename: Hoi-Lam
authors.initials: HL
authors.lastname: Tam
authors.forename: Wai-Yeung
authors.initials: WY
authors.lastname: Wong
authors.forename: Daniel W J
authors.initials: DW
authors.lastname: Kwong
authors.forename: Wai-Kwok
authors.initials: WK
authors.lastname: Wong
mesh_terms: D017209:Apoptosis / Q000187:drug effects; D002277:Carcinoma; D045744:Cell Line, Tumor; D006367:HeLa Cells / Q000187:drug effects; D006801:Humans; D007211:Indoles / Q000737:chemistry*; D054833:Isoindoles; D009682:Magnetic Resonance Spectroscopy; D008928:Mitochondria / Q000187:drug effects* / Q000378:metabolism; D015394:Molecular Structure; D000077274:Nasopharyngeal Carcinoma; D009303:Nasopharyngeal Neoplasms / Q000188:drug therapy; D010778:Photochemotherapy / Q000379:methods*; D017319:Photosensitizing Agents / Q000737:chemistry / Q000494:pharmacology; D012235:Rhodamines / Q000737:chemistry*; D017655:Silicon Compounds / Q000138:chemical synthesis / Q000737:chemistry* / Q000494:pharmacology*; D026082:Singlet Oxygen / Q000378:metabolism
chemical_list: D007211:Indoles; D054833:Isoindoles; D017319:Photosensitizing Agents; D012235:Rhodamines; D017655:Silicon Compounds; D026082:Singlet Oxygen; C029773:rhodamine B; C013647:phthalocyanine