Synthesis and characterization of new porphyrin/4-quinolone conjugates

Ana T.P.C. Gomes, Anna C. Cunha, Maria Do Rosário M. Domingues, Maria G.P.M.S. Neves*, Augusto C. Tomé, Artur M.S. Silva, Fernanda Da C. Santos, Maria C.B.V. Souza, Vitor F. Ferreira, José A.S. Cavaleiro

*Corresponding author for this work

Research output: Contribution to journalArticlepeer-review

20 Citations (Scopus)

Abstract

New porphyrin/4-quinolone conjugates were synthesized from the Suzuki-Miyaura coupling reaction of a β-borylated porphyrin with bromo-4-quinolones containing N-ethyl and N-d-ribofuranosyl substituents. The use of electrospray ionization tandem mass spectrometry showed important information about the fragmentation pathways of the new compounds. It was possible to distinguish between those compounds with the porphyrin moiety linked at the 6-position of the quinolone unit from their 7-substituted isomers. The new compounds showed to be good singlet oxygen generators.

Original languageEnglish
Pages (from-to)7336-7342
Number of pages7
JournalTetrahedron
Volume67
Issue number38
DOIs
Publication statusPublished - 23 Sept 2011
Externally publishedYes

Keywords

  • Photosensitizers
  • Porphyrin
  • Quinolones
  • Singlet oxygen
  • Suzuki-Miyaura coupling

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