Synthesis and cell phototoxicity of a triply bridged fused diporphyrin appended with six thioglucose units

[Display omitted] •A fused diporphyrin with six thioglucose units is made by click-type chemistry.•The glycoporphyrin is taken up by breast cancer cells.•Upon light exposure the glycoporphyrin causes cell death.•The glycoporphyrin photosensitizes formation of singlet oxygen in high quantum yields. A...

Ausführliche Beschreibung

Gespeichert in:
Bibliographische Detailangaben
Veröffentlicht in:Tetrahedron letters 2014-11, Vol.55 (46), p.6311-6314
Hauptverfasser: Singh, Sunaina, Aggarwal, Amit, Bhupathiraju, N.V.S. Dinesh K., Newton, Brandon, Nafees, Ahmad, Gao, Ruomei, Drain, Charles Michael
Format: Artikel
Sprache:eng
Schlagworte:
Online-Zugang:Volltext
Tags: Tag hinzufügen
Keine Tags, Fügen Sie den ersten Tag hinzu!
Beschreibung
Zusammenfassung:[Display omitted] •A fused diporphyrin with six thioglucose units is made by click-type chemistry.•The glycoporphyrin is taken up by breast cancer cells.•Upon light exposure the glycoporphyrin causes cell death.•The glycoporphyrin photosensitizes formation of singlet oxygen in high quantum yields. A triply bridged fused diporphyrin appended with six thioglucose units is reported. This new, chemically, and photochemically stable amphiphilic compound is taken up by breast cancer cells and causes cell death upon light exposure. Photophysical studies reveal absorption bands in the near IR region, and photosensitized formation of singlet oxygen in high quantum yields.
ISSN:0040-4039
1873-3581
DOI:10.1016/j.tetlet.2014.09.085