Interactions of Polyvinylpyrrolidone with Chlorin e6-Based Photosensitizers Studied by NMR and Electronic Absorption Spectroscopy

Hädener, Marianne; Gjuroski, Ilche; Furrer, Julien; Vermathen, Martina (2015). Interactions of Polyvinylpyrrolidone with Chlorin e6-Based Photosensitizers Studied by NMR and Electronic Absorption Spectroscopy. Journal of physical chemistry - B, 119(36), pp. 12117-12128. American Chemical Society 10.1021/acs.jpcb.5b05761

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Polyvinylpyrrolidone (PVP) can act as potential drug delivery vehicle for porphyrin-based photosensitizers in photodynamic therapy (PDT) to enhance their stability and prevent porphyrin self-association. In the present study the interactions of PVP (MW 10 kDa) were probed with five different derivatives of chlorin e6 (CE6) bearing either one of the amino acids serine, lysine, tyrosine or arginine, or monoamino-hexanoic acid as substituent. All derivatives of CE6 (xCE) formed aggregates of a similar structure in aqueous buffer in the millimolar range. In the presence of PVP monomerization of all xCE aggregates could be proved by 1H NMR spectroscopy. xCE-PVP complex formation was confirmed by 1H NMR T2 relaxation and diffusion ordered spectroscopy (DOSY). 1H1H-NOESY data suggested that the xCE uptake into the PVP polymer matrix is governed by hydrophobic interactions. UV–vis absorption and fluorescence emission bands of xCE in the micromolar range revealed characteristic PVP-induced bathochromic shifts. The presented data point out the potential of PVP as carrier system for amphiphilic derivatives of chlorin e6. The capacity of PVP to monomerize xCE aggregates may enhance their efficiency as possible photosensitizers in PDT.

Item Type:

Journal Article (Original Article)

Division/Institute:

08 Faculty of Science > Departement of Chemistry and Biochemistry
04 Faculty of Medicine > Service Sector > Institute of Legal Medicine > Forensic Chemistry and Toxicology

UniBE Contributor:

Hädener, Marianne; Gjuroski, Ilche; Furrer, Julien and Vermathen, Martina

Subjects:

500 Science > 570 Life sciences; biology
500 Science > 540 Chemistry

ISSN:

1520-6106

Publisher:

American Chemical Society

Language:

English

Submitter:

Julien Henri Lucien Furrer

Date Deposited:

07 Dec 2015 11:06

Last Modified:

07 Dec 2015 11:06

Publisher DOI:

10.1021/acs.jpcb.5b05761

PubMed ID:

26291382

BORIS DOI:

10.7892/boris.73619

URI:

https://boris.unibe.ch/id/eprint/73619

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