Issue 20, 2008
From the journal:

Organic & Biomolecular Chemistry

Synthesis and biological investigations of tetrakis(p-carboranylthio-tetrafluorophenyl)chlorin (TPFC)†

Erhong Hao,a   Elisabetta Friso,b   Gianni Miotto,b   Giulio Jori,*b   Marina Soncin,b   Clara Fabris,b   Martha Sibrian-Vazqueza  and  M. Graça H. Vicente*a  

* Corresponding authors

a Department of Chemistry, Louisiana State University, Baton Rouge, USA
E-mail: vicente@lsu.edu
Fax: +1 225 578 3458
Tel: +1 225 578 7405

b Department of Biology, University of Padova, Padova, Italy
E-mail: jori@bio.unipd.it
Fax: +39-049-8276344
Tel: +39-049-8276333

Abstract

We describe the total synthesis and biological properties of a new carboranyl-containing chlorin (TPFC) that might find application as a dual sensitizer in the PDT and BNCT treatment of cancer. TPFC was found to be non-toxic in the dark but showed extensive photosensitizing ability both in vitro and in vivo despite its relatively low singlet oxygen quantum yield. In particular, TPFC exhibited significant photosensitizing activity against highly pigmented melanotic melanoma tumors in mice.

Graphical abstract: Synthesis and biological investigations of tetrakis(p-carboranylthio-tetrafluorophenyl)chlorin (TPFC)

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Article information

DOI
https://doi.org/10.1039/B807836J
Article type
Paper
Submitted
08 May 2008
Accepted
01 Jul 2008
First published
18 Aug 2008

Org. Biomol. Chem., 2008,6, 3732-3740

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Synthesis and biological investigations of tetrakis(p-carboranylthio-tetrafluorophenyl)chlorin (TPFC)

E. Hao, E. Friso, G. Miotto, G. Jori, M. Soncin, C. Fabris, M. Sibrian-Vazquez and M. G. H. Vicente, Org. Biomol. Chem., 2008, 6, 3732 DOI: 10.1039/B807836J

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