Synthesis and characterization of a carboranyl-tetrabenzoporphyrin

The synthesis of a novel water-soluble carboranyl-tetrabenzoporphyrin is reported. This compound shows characteristic absorption and emission spectra and low dark toxicity toward V79 cells. The X-ray structure of a precursor Cu(II)–carboranyl-tetrabenzoporphyrin is presented. An expeditious syntheti...

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Published in	Bioorganic & medicinal chemistry letters Vol. 15; no. 6; pp. 1665 - 1668
Main Authors	Ongayi, Owendi, Gottumukkala, Vijay, Fronczek, Frank R., Vicente, M. Graça H.
Format	Journal Article
Language	English
Published	Oxford Elsevier Ltd 15.03.2005 Elsevier
Subjects	Animals Biological and medical sciences BNCT Boron Neutron Capture Therapy Carborane Cell Line Cricetinae Medical sciences Models, Chemical Models, Molecular Molecular Structure PDT Photochemotherapy Photoradiation therapy and photosensitizing agent Photosensitizing Agents - chemical synthesis Photosensitizing Agents - pharmacology Porphyrins - chemical synthesis Porphyrins - pharmacology Radiation therapy and radiosensitizing agent Radiation-Sensitizing Agents - chemical synthesis Radiation-Sensitizing Agents - pharmacology Tetrabenzoporphyrin Treatment with physical agents Treatment. General aspects Tumors PDT BNCT Carborane Tetrabenzoporphyrin Cage compound Lung Cytotoxicity Fluorescence spectrometry V79-Cell line Chemical synthesis Boron neutron capture therapy Photodynamic therapy Rodentia Radiotherapy Biological activity Water soluble compound Absorption spectrometry Vertebrata Mammalia Porphyrin Animal Boron Organic compounds Fibroblast Hamster Crystalline structure
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Abstract	The synthesis of a novel water-soluble carboranyl-tetrabenzoporphyrin is reported. This compound shows characteristic absorption and emission spectra and low dark toxicity toward V79 cells. The X-ray structure of a precursor Cu(II)–carboranyl-tetrabenzoporphyrin is presented. An expeditious synthetic route to a carboranyl-substituted tetrabenzoporphyrin is reported. The absorption and emission spectra of water-soluble tetrabenzoporphyrin 4 are distinct from those of a known carboranylporphyrin ( 5). Both tetrabenzoporphyrin 4 and porphyrin 5 were found to be non-toxic toward V79 hamster lung fibroblast cells at 300 μM, using an MTT assay. The X-ray structure of a Cu(II)–carboranyl-tetrabenzoporphyrin is presented and discussed.
AbstractList	The synthesis of a novel water-soluble carboranyl-tetrabenzoporphyrin is reported. This compound shows characteristic absorption and emission spectra and low dark toxicity toward V79 cells. The X-ray structure of a precursor Cu(II)–carboranyl-tetrabenzoporphyrin is presented. An expeditious synthetic route to a carboranyl-substituted tetrabenzoporphyrin is reported. The absorption and emission spectra of water-soluble tetrabenzoporphyrin 4 are distinct from those of a known carboranylporphyrin ( 5). Both tetrabenzoporphyrin 4 and porphyrin 5 were found to be non-toxic toward V79 hamster lung fibroblast cells at 300 μM, using an MTT assay. The X-ray structure of a Cu(II)–carboranyl-tetrabenzoporphyrin is presented and discussed. An expeditious synthetic route to a carboranyl-substituted tetrabenzoporphyrin is reported. The absorption and emission spectra of water-soluble tetrabenzoporphyrin 4 are distinct from those of a known carboranylporphyrin (5). Both tetrabenzoporphyrin 4 and porphyrin 5 were found to be non-toxic toward V79 hamster lung fibroblast cells at 300 microM, using an MTT assay. The X-ray structure of a Cu(II)-carboranyl-tetrabenzoporphyrin is presented and discussed.
Author	Gottumukkala, Vijay Fronczek, Frank R. Ongayi, Owendi Vicente, M. Graça H.
Author_xml	– sequence: 1 givenname: Owendi surname: Ongayi fullname: Ongayi, Owendi – sequence: 2 givenname: Vijay surname: Gottumukkala fullname: Gottumukkala, Vijay – sequence: 3 givenname: Frank R. surname: Fronczek fullname: Fronczek, Frank R. – sequence: 4 givenname: M. Graça H. surname: Vicente fullname: Vicente, M. Graça H. email: vicente@lsu.edu
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Keywords	PDT BNCT Carborane Tetrabenzoporphyrin Cage compound Lung Cytotoxicity Fluorescence spectrometry V79-Cell line Chemical synthesis Boron neutron capture therapy Photodynamic therapy Rodentia Radiotherapy Biological activity Water soluble compound Absorption spectrometry Vertebrata Mammalia Porphyrin Animal Boron Organic compounds Fibroblast Hamster Crystalline structure
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Snippet	The synthesis of a novel water-soluble carboranyl-tetrabenzoporphyrin is reported. This compound shows characteristic absorption and emission spectra and low... An expeditious synthetic route to a carboranyl-substituted tetrabenzoporphyrin is reported. The absorption and emission spectra of water-soluble...
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SubjectTerms	Animals Biological and medical sciences BNCT Boron Neutron Capture Therapy Carborane Cell Line Cricetinae Medical sciences Models, Chemical Models, Molecular Molecular Structure PDT Photochemotherapy Photoradiation therapy and photosensitizing agent Photosensitizing Agents - chemical synthesis Photosensitizing Agents - pharmacology Porphyrins - chemical synthesis Porphyrins - pharmacology Radiation therapy and radiosensitizing agent Radiation-Sensitizing Agents - chemical synthesis Radiation-Sensitizing Agents - pharmacology Tetrabenzoporphyrin Treatment with physical agents Treatment. General aspects Tumors
Title	Synthesis and characterization of a carboranyl-tetrabenzoporphyrin
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