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

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...
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Autor*in:	Chris Furlan [verfasserIn] Jacob A. Berenbeim [verfasserIn] Caroline E. H. Dessent [verfasserIn]

Format:	E-Artikel
Sprache:	Englisch

Erschienen:	2020

Schlagwörter:	verteporfin photosensitizer photo dynamic therapy PDT photofragments photofragmentation channels

Übergeordnetes Werk:	In: Molecules - MDPI AG, 2003, 25(2020), 22, p 5280
Übergeordnetes Werk:	volume:25 ; year:2020 ; number:22, p 5280

Links:	Link aufrufen Link aufrufen Link aufrufen Journal toc

DOI / URN:	10.3390/molecules25225280

Katalog-ID:	DOAJ060881747

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allfieldsSound	10.3390/molecules25225280 doi (DE-627)DOAJ060881747 (DE-599)DOAJ30a76d3903bf4e34aa81777b1817500f DE-627 ger DE-627 rakwb eng QD241-441 Chris Furlan verfasserin aut Photoproducts of the Photodynamic Therapy Agent Verteporfin Identified via Laser Interfaced Mass Spectrometry 2020 Text txt rdacontent Computermedien c rdamedia Online-Ressource cr rdacarrier 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 to 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. verteporfin photosensitizer photo dynamic therapy PDT photofragments photofragmentation channels Organic chemistry Jacob A. Berenbeim verfasserin aut Caroline E. H. Dessent verfasserin aut In Molecules MDPI AG, 2003 25(2020), 22, p 5280 (DE-627)311313132 (DE-600)2008644-1 14203049 nnns volume:25 year:2020 number:22, p 5280 https://doi.org/10.3390/molecules25225280 kostenfrei https://doaj.org/article/30a76d3903bf4e34aa81777b1817500f kostenfrei https://www.mdpi.com/1420-3049/25/22/5280 kostenfrei https://doaj.org/toc/1420-3049 Journal toc kostenfrei GBV_USEFLAG_A SYSFLAG_A GBV_DOAJ GBV_ILN_20 GBV_ILN_22 GBV_ILN_23 GBV_ILN_24 GBV_ILN_39 GBV_ILN_40 GBV_ILN_60 GBV_ILN_62 GBV_ILN_63 GBV_ILN_65 GBV_ILN_69 GBV_ILN_70 GBV_ILN_73 GBV_ILN_95 GBV_ILN_105 GBV_ILN_110 GBV_ILN_151 GBV_ILN_161 GBV_ILN_170 GBV_ILN_206 GBV_ILN_213 GBV_ILN_224 GBV_ILN_230 GBV_ILN_285 GBV_ILN_293 GBV_ILN_602 GBV_ILN_2005 GBV_ILN_2009 GBV_ILN_2011 GBV_ILN_2014 GBV_ILN_2055 GBV_ILN_2111 GBV_ILN_4012 GBV_ILN_4037 GBV_ILN_4112 GBV_ILN_4125 GBV_ILN_4126 GBV_ILN_4249 GBV_ILN_4305 GBV_ILN_4306 GBV_ILN_4307 GBV_ILN_4313 GBV_ILN_4322 GBV_ILN_4323 GBV_ILN_4324 GBV_ILN_4325 GBV_ILN_4338 GBV_ILN_4367 GBV_ILN_4700 AR 25 2020 22, p 5280
language	English
source	In Molecules 25(2020), 22, p 5280 volume:25 year:2020 number:22, p 5280
sourceStr	In Molecules 25(2020), 22, p 5280 volume:25 year:2020 number:22, p 5280
format_phy_str_mv	Article
institution	findex.gbv.de
topic_facet	verteporfin photosensitizer photo dynamic therapy PDT photofragments photofragmentation channels Organic chemistry
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container_title	Molecules
authorswithroles_txt_mv	Chris Furlan @@aut@@ Jacob A. Berenbeim @@aut@@ Caroline E. H. Dessent @@aut@@
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callnumber-first	Q - Science
author	Chris Furlan
spellingShingle	Chris Furlan misc QD241-441 misc verteporfin misc photosensitizer misc photo dynamic therapy misc PDT misc photofragments misc photofragmentation channels misc Organic chemistry Photoproducts of the Photodynamic Therapy Agent Verteporfin Identified via Laser Interfaced Mass Spectrometry
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topic_title	QD241-441 Photoproducts of the Photodynamic Therapy Agent Verteporfin Identified via Laser Interfaced Mass Spectrometry verteporfin photosensitizer photo dynamic therapy PDT photofragments photofragmentation channels
topic	misc QD241-441 misc verteporfin misc photosensitizer misc photo dynamic therapy misc PDT misc photofragments misc photofragmentation channels misc Organic chemistry
topic_unstemmed	misc QD241-441 misc verteporfin misc photosensitizer misc photo dynamic therapy misc PDT misc photofragments misc photofragmentation channels misc Organic chemistry
topic_browse	misc QD241-441 misc verteporfin misc photosensitizer misc photo dynamic therapy misc PDT misc photofragments misc photofragmentation channels misc Organic chemistry
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title	Photoproducts of the Photodynamic Therapy Agent Verteporfin Identified via Laser Interfaced Mass Spectrometry
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title_full	Photoproducts of the Photodynamic Therapy Agent Verteporfin Identified via Laser Interfaced Mass Spectrometry
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title_sort	photoproducts of the photodynamic therapy agent verteporfin identified via laser interfaced mass spectrometry
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title_auth	Photoproducts of the Photodynamic Therapy Agent Verteporfin Identified via Laser Interfaced Mass Spectrometry
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 to 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.
abstractGer	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 to 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.
abstract_unstemmed	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 to 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.
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title_short	Photoproducts of the Photodynamic Therapy Agent Verteporfin Identified via Laser Interfaced Mass Spectrometry
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Photoproducts of the Photodynamic Therapy Agent Verteporfin Identified via Laser Interfaced Mass Spectrometry

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