Synthesis of novel fluorescent acridono- and thioacridono-18-crown-6 ligands

P. Huszthy, Zoltán Köntös, Borbála Vermes, Áron Pintér

Research output: Contribution to journalArticle

33 Citations (Scopus)

Abstract

Novel fluorescent 18-crown-6 type ligands containing acridono and thioacridono units were synthesised. The acridono ligand was prepared by the oxidation of its acridino analogue, and also by the cyclisation of 4,5-dihydroxyacridine-9(10H)-one and tetraethylene glycol di-p-tosylate in the presence of K2CO3. The acridono macrocycle was converted to the thioacridono ligand using Lawessons's Reagent. The synthesis of several precursors leading to the preparation of an acridono-18-crown-6 fluorophore was also performed. These precursors can also be very useful building blocks for acridine, acridone and thioacridone derivatives of chemotherapeutical importance.

Original languageEnglish
Pages (from-to)4967-4975
Number of pages9
JournalTetrahedron
Volume57
Issue number23
DOIs
Publication statusPublished - Jun 4 2001

Fingerprint

2,4-bis(4-methoxyphenyl)-1,3,2,4-dithiadiphosphetane-2,4-disulfide
Ligands
Acridines
Glycols
Fluorophores
Cyclization
Derivatives
Oxidation
18-crown-6
acridone
thioacridone
potassium carbonate

Keywords

  • Acridines
  • Crown ethers
  • Fluorescence
  • Ionophores

ASJC Scopus subject areas

  • Biochemistry
  • Organic Chemistry
  • Drug Discovery

Cite this

Synthesis of novel fluorescent acridono- and thioacridono-18-crown-6 ligands. / Huszthy, P.; Köntös, Zoltán; Vermes, Borbála; Pintér, Áron.

In: Tetrahedron, Vol. 57, No. 23, 04.06.2001, p. 4967-4975.

Research output: Contribution to journalArticle

Huszthy, P. ; Köntös, Zoltán ; Vermes, Borbála ; Pintér, Áron. / Synthesis of novel fluorescent acridono- and thioacridono-18-crown-6 ligands. In: Tetrahedron. 2001 ; Vol. 57, No. 23. pp. 4967-4975.
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