Synthesis of β-substituted porphyrin derivatives containing heterocyclic moieties as potential photosensitizers against cutaneous leishmaniasis

Mônica M. Bastos, Ana T.P.C. Gomes, Maria G.P.M.S. Neves, Artur M.S. Silva, Osvaldo A. Santos-Filho, Núbia Boechat*, José A.S. Cavaleiro

*Corresponding author for this work

Research output: Contribution to journalArticlepeer-review

12 Citations (Scopus)

Abstract

This work reports the synthesis of porphyrin derivatives with potential leishmanicidal activity. The β-substituents contain amine/imine- heterocyclic features. Molecular docking simulations of these compounds to a model of the enzyme arginase from Leishmania amazonensis were carried out. Singlet oxygen generation studies have been also considered. The obtained leishmanicidal properties show that these compounds can be considered as prototypes for future cutaneous antileishmaniasis agents. This publication reports the synthesis of porphyrin derivatives bearing amino-heterocyclic moieties at a β position. Molecular modeling and docking calculations show that all compounds synthesized have high affinity values to leishmanial arginase. These derivatives are potential leishmaniasis agents.
Original languageEnglish
Pages (from-to)1485-1493
Number of pages9
JournalEuropean Journal of Organic Chemistry
Issue number8
DOIs
Publication statusPublished - Mar 2013
Externally publishedYes

Keywords

  • Antiprotozoal agents
  • Drug design
  • Medicinal chemistry
  • Nitrogen heterocycles
  • Photosensitizers
  • Porphyrinoids

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