Literature DB >> 18843403

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

Erhong Hao1, Elisabetta Friso, Gianni Miotto, Giulio Jori, Marina Soncin, Clara Fabris, Martha Sibrian-Vazquez, M Graça H Vicente.   

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.

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Year:  2008        PMID： 18843403     DOI： 10.1039/b807836j

Source DB:  PubMed          Journal:  Org Biomol Chem        ISSN： 1477-0520            Impact factor:   3.876


  12 in total

1.  Synthesis and properties of a series of carboranyl-BODIPYs.

Authors:  Jaime H Gibbs; Haijun Wang; N V S Dinesh K Bhupathiraju; Frank R Fronczek; Kevin M Smith; M Graça H Vicente
Journal:  J Organomet Chem       Date:  2015-12-01       Impact factor: 2.369

Review 2.  Arylation Chemistry for Bioconjugation.

Authors:  Chi Zhang; Ekaterina V Vinogradova; Alexander M Spokoyny; Stephen L Buchwald; Bradley L Pentelute
Journal:  Angew Chem Int Ed Engl       Date:  2019-02-15       Impact factor: 15.336

Review 3.  Fluorinated porphyrinoids as efficient platforms for new photonic materials, sensors, and therapeutics.

Authors:  N V S Dinesh K Bhupathiraju; Waqar Rizvi; James D Batteas; Charles Michael Drain
Journal:  Org Biomol Chem       Date:  2016-01-14       Impact factor: 3.876

4.  Synthesis and photophysical properties of thioglycosylated chlorins, isobacteriochlorins, and bacteriochlorins for bioimaging and diagnostics.

Authors:  Sunaina Singh; Amit Aggarwal; Sebastian Thompson; João P C Tomé; Xianchun Zhu; Diana Samaroo; Mikki Vinodu; Ruomei Gao; Charles Michael Drain
Journal:  Bioconjug Chem       Date:  2010-10-21       Impact factor: 4.774

5.  Tetrakis(p-carboranylthio-tetrafluorophenyl)chlorin (TPFC): application for photodynamic therapy and boron neutron capture therapy.

Authors:  Ryo Hiramatsu; Shinji Kawabata; Hiroki Tanaka; Yoshinori Sakurai; Minoru Suzuki; Koji Ono; Shin-ichi Miyatake; Toshihiko Kuroiwa; Erhong Hao; M Graça H Vicente
Journal:  J Pharm Sci       Date:  2014-12-26       Impact factor: 3.534

6.  Cobaltacarborane-phthalocyanine conjugates: Syntheses and photophysical properties.

Authors:  Hairong Li; Frank R Fronczek; M Graça H Vicente
Journal:  J Organomet Chem       Date:  2009-05-01       Impact factor: 2.369

7.  Synthesis and cellular studies of polyamine conjugates of a mercaptomethyl-carboranylporphyrin.

Authors:  N V S Dinesh K Bhupathiraju; M Graça H Vicente
Journal:  Bioorg Med Chem       Date:  2012-11-17       Impact factor: 3.641

Review 8.  Developing strategies to predict photodynamic therapy outcome: the role of melanoma microenvironment.

Authors:  Renzo Emanuel Vera; María Julia Lamberti; Viviana Alicia Rivarola; Natalia Belén Rumie Vittar
Journal:  Tumour Biol       Date:  2015-09-29

9.  Novel photosensitizers trigger rapid death of malignant human cells and rodent tumor transplants via lipid photodamage and membrane permeabilization.

Authors:  Mikhail M Moisenovich; Valentina A Ol'shevskaya; Tatyana I Rokitskaya; Alla A Ramonova; Roza G Nikitina; Arina N Savchenko; Victor V Tatarskiy; Mikhail A Kaplan; Valery N Kalinin; Elena A Kotova; Oleg V Uvarov; Igor I Agapov; Yuri N Antonenko; Alexander A Shtil
Journal:  PLoS One       Date:  2010-09-15       Impact factor: 3.240

10.  Synthesis and in vitro evaluation of BBB permeability, tumor cell uptake, and cytotoxicity of a series of carboranylporphyrin conjugates.

Authors:  N V S Dinesh K Bhupathiraju; Xiaoke Hu; Zehua Zhou; Frank R Fronczek; Pierre-Olivier Couraud; Ignacio A Romero; Babette Weksler; M Graça H Vicente
Journal:  J Med Chem       Date:  2014-07-31       Impact factor: 7.446
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