Synthesis and biological investigations of tetrakis(p-carboranylthio-tetrafluorophenyl)chlorin (TPFC).
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.
Department of Chemistry, Louisiana State University, Baton Rouge, LA 70803, USA.
Erhong
E
Hao
Elisabetta
E
Friso
Gianni
G
Miotto
Giulio
G
Jori
Marina
M
Soncin
Clara
C
Fabris
Martha
M
Sibrian-Vazquez
M Graça H
MG
Vicente
D000818:Animals; D001896:Boron Compounds / Q000138:chemical synthesis* / Q000378:metabolism / Q000494:pharmacology* / Q000633:toxicity; D016754:Boron Neutron Capture Therapy; D045744:Cell Line, Tumor; D002470:Cell Survival / Q000187:drug effects; D006801:Humans; D042541:Intracellular Space / Q000378:metabolism; D051379:Mice; D010777:Photochemistry; D010778:Photochemotherapy; D017319:Photosensitizing Agents / Q000138:chemical synthesis* / Q000378:metabolism / Q000494:pharmacology* / Q000633:toxicity; D011166:Porphyrins / Q000138:chemical synthesis* / Q000737:chemistry / Q000378:metabolism / Q000494:pharmacology* / Q000633:toxicity
D001896:Boron Compounds; D017319:Photosensitizing Agents; D011166:Porphyrins; C533262:tetrakis(4-carboranylthiotetrafluorophenyl)chlorin; C006969:chlorin