A Platinum Functional Porphyrin Conjugate: An Excellent Cancer Killer for Photodynamic Therapy

被引：20
作者：
Hu, Xiaojun [1 ,2 ]
Ogawa, Kazuma [3 ]
Li, Siqiaozhi [2 ]
Kiwada, Tatsuto [4 ]
Odani, Akira [4 ]
机构：
[1] Shanghai Univ, Sch Life Sci, Lab Biosensing Technol, Shanghai 200444, Peoples R China
[2] Kanazawa Univ, Grad Sch Med Sci Pharmaceut & Hlth Sci, Div Pharmaceut Sci, Kanazawa, Ishikawa 9201192, Japan
[3] Kanazawa Univ, Inst Frontier Sci Initiat, Kanazawa, Ishikawa 9201192, Japan
[4] Kanazawa Univ, Coll Med Pharmaceut & Hlth Sci, Kanazawa, Ishikawa 9201192, Japan
来源：
BULLETIN OF THE CHEMICAL SOCIETY OF JAPAN | 2019年 / 92卷 / 04期
关键词：
Photodynamic therapy; Anticancer agent; Porphyrin; ANTICANCER ACTIVITY; TUMOR-CELLS; PHOTOSENSITIZER; OXALIPLATIN; DERIVATIVES; MECHANISMS; BIODISTRIBUTION; PHTHALOCYANINE; MITOCHONDRIA; CISPLATIN;
D O I：
10.1246/bcsj.20180382
中图分类号：
O6 [化学];
学科分类号：
0703 ;
摘要：
A novel tetracationic porphyrin-platinum(II) conjugate was synthesized and characterized. This complex, 4Pt(dach)ClTPyP, showed reasonable water solubility, lack of aggregation, and high singlet oxygen quantum yield. It also exhibited low dark cytotoxicity and excellent photocytotoxicity (Colon26: 0.17 mu M; Sarcoma180: 0.25 mu M). The mechanisms of cell death have been investigated and are attributed to high singlet oxygen generation, internalization into nucleus, and a caspase-3 induced apoptosis pathway. In the in vivo photodynamic therapy (PDT) assay, 4Pt(dach) ClTPyP completely killed tumor tissue, not simply displaying inhibition of tumor growth, and no recurrence was seen 18 days later after a single administration. All these findings of 4Pt(dach)ClTPyP shed light on a potential clinical use for cancer PDT in the future.
引用
收藏
页码：790 / 796
页数：7
相关论文
共 39 条
  • [21] Maltotriose-conjugation to a fluorinated chlorin derivative generating a PDT photosensitizer with improved water-solubility
    Narumi, Atsushi
    Tsuji, Takahiro
    Shinohara, Kosuke
    Yamazaki, Hiromi
    Kikuchi, Moriya
    Kawaguchi, Seigou
    Mae, Tomoya
    Ikeda, Atsushi
    Sakai, Yuichi
    Kataoka, Hiromi
    Inoue, Masahiro
    Nomoto, Akihiro
    Kikuchih, Jun-ichi
    Yano, Shigenobu
    [J]. ORGANIC & BIOMOLECULAR CHEMISTRY, 2016, 14 (14) : 3608 - 3613
  • [22] Peroxynitrite is Involved in the Apoptotic Death of Cultured Cerebellar Granule Neurons Induced by Staurosporine, but not by Potassium Deprivation
    Olguin-Albuerne, Mauricio
    Miguel Ramos-Pittol, Jose
    Coyoy, Angelica
    Patricio Martinez-Briseno, Carlos
    Dominguez, Guadalupe
    Moran, Julio
    [J]. NEUROCHEMICAL RESEARCH, 2016, 41 (1-2) : 316 - 327
  • [23] 5-aminolevulinic acid-based photodynamic therapy: Principles and experimental research
    Peng, Q
    Berg, K
    Moan, J
    Kongshaug, M
    Nesland, JM
    [J]. PHOTOCHEMISTRY AND PHOTOBIOLOGY, 1997, 65 (02) : 235 - 251
  • [24] Carbon-1 versus Carbon-3 Linkage of D-Galactose to Porphyrins: Synthesis, Uptake, and Photodynamic Efficiency
    Pereira, Patricia M. R.
    Rizvi, Waqar
    Bhupathiraju, N. V. S. Dinesh K.
    Berisha, Naxhije
    Fernandes, Rosa
    Tome, Joao P. C.
    Drain, Charles Michael
    [J]. BIOCONJUGATE CHEMISTRY, 2018, 29 (02) : 306 - 315
  • [25] Mitochondria-Targeted Photodynamic Therapy with a Galactodendritic Chlorin to Enhance Cell Death in Resistant Bladder Cancer Cells
    Pereira, Patricia M. R.
    Silva, Sandrina
    Bispo, Mafalda
    Zuzarte, Monica
    Gomes, Celia
    Girao, Henrique
    Cavaleiro, Jose A. S.
    Ribeiro, Carlos A. F.
    Tome, Joao P. C.
    Fernandes, Rosa
    [J]. BIOCONJUGATE CHEMISTRY, 2016, 27 (11) : 2762 - 2769
  • [26] A Quadruple-Action Platinum(IV) Prodrug with Anticancer Activity Against KRAS Mutated Cancer Cell Lines
    Petruzzella, Emanuele
    Braude, Jeremy Phillip
    Aldrich-Wright, Janice R.
    Gandin, Valentina
    Gibson, Dan
    [J]. ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2017, 56 (38) : 11539 - 11544
  • [27] Price TJ, 2012, EXPERT REV GASTROENT, V6, P199, DOI [10.1586/EGH.11.103, 10.1586/egh.11.103]
  • [28] Singly and Doubly N-Confused Calix[4]phyrin Organoplatinum(II) Complexes as Near-IR Triplet Sensitizers
    Pushpanandan, Poornenth
    Maurya, Yogesh Kumar
    Omagari, Toshihiro
    Hirosawa, Ryuji
    Ishida, Masatoshi
    Mori, Shigeki
    Yasutake, Yuhsuke
    Fukatsu, Susumu
    Mack, John
    Nyokong, Tebello
    Furuta, Hiroyuki
    [J]. INORGANIC CHEMISTRY, 2017, 56 (20) : 12572 - 12580
  • [29] Mitochondria and DNA Targeting of 5,10,15,20-Tetrakis(7-sulfonatobenzo[b]thiophene) Porphyrin-Induced Photodynamic Therapy via Intrinsic and Extrinsic Apoptotic Cell Death
    Rangasamy, Sabarinathan
    Ju, Hee
    Um, Soohyun
    Oh, Dong-Chan
    Song, Joon Myong
    [J]. JOURNAL OF MEDICINAL CHEMISTRY, 2015, 58 (17) : 6864 - 6874
  • [30] Singlet oxygen treatment of tumor cells triggers extracellular singlet oxygen generation, catalase inactivation and reactivation of intercellular apoptosis-inducing signaling
    Riethmueller, Michaela
    Burger, Nils
    Bauer, Georg
    [J]. REDOX BIOLOGY, 2015, 6 : 157 - 168
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