Working Paper Article Version 1 This version is not peer-reviewed

Photoproducts of the Photodynamic Therapy Agent Verteporfin Identified via Laser Interfaced Mass Spectrometry

Version 1 : Received: 14 October 2020 / Approved: 16 October 2020 / Online: 16 October 2020 (14:39:28 CEST)

A peer-reviewed article of this Preprint also exists.

Furlan, C.; Berenbeim, J.A.; Dessent, C.E.H. Photoproducts of the Photodynamic Therapy Agent Verteporfin Identified via Laser Interfaced Mass Spectrometry. Molecules 2020, 25, 5280. Furlan, C.; Berenbeim, J.A.; Dessent, C.E.H. Photoproducts of the Photodynamic Therapy Agent Verteporfin Identified via Laser Interfaced Mass Spectrometry. Molecules 2020, 25, 5280.

Abstract

Verteporfin, a free base benzoporphyrin derivative monoacid ring A, is a photosensitizing drug for photodynamic therapy (PDT) used in the treatment of the wet form of macular degeneration and activated by red light of 689 nm. Here, we present the first direct study of its photofragmentation channels in the gas-phase, conducted using a laser interfaced mass spectrometer across a broad photoexcitation range from 250-790 nm. The photofragmentation channels are compared with the collision-induced dissociation (CID) products revealing similar dissociation pathways characterized by the loss of the carboxyl and ester groups. Complementary solution-phase photolysis experiments indicate that photobleaching occurs in verteporfin in acetonitrile; a notable conclusion, as photoinduced activity in Verteporfin was not thought to occur in homogenous solvent conditions. These results provide unique new information on the thermal break-down products and photoproducts of this light-triggered drug.

Keywords

Verteporfin; Photosensitizer; Photo Dynamic Therapy; PDT; Photofragments; Photofragmentation channels; Mass Spectrometry; Laser Spectroscopy; Photolysis

Subject

Chemistry and Materials Science, Analytical Chemistry

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