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Direct Photocontrol of Peptidomimetics: An Alternative to Oxygen‐Dependent Photodynamic Cancer Therapy
Author(s) -
Babii Oleg,
Afonin Sergii,
Garmanchuk Liudmyla V.,
Nikulina Viktoria V.,
Nikolaienko Tetiana V.,
Storozhuk Olha V.,
Shelest Dmytro V.,
Dasyukevich Olga I.,
Ostapchenko Liudmyla I.,
Iurchenko Volodymyr,
Zozulya Sergey,
Ulrich Anne S.,
Komarov Igor V.
Publication year - 2016
Publication title -
angewandte chemie international edition
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 5.831
H-Index - 550
eISSN - 1521-3773
pISSN - 1433-7851
DOI - 10.1002/anie.201600506
Subject(s) - peptidomimetic , photodynamic therapy , photosensitizer , chemistry , amphiphile , photochemistry , biophysics , peptide , organic chemistry , biochemistry , biology , polymer , copolymer
Abstract Conventional photodynamic treatment strategies are based on the principle of activating molecular oxygen in situ by light, mediated by a photosensitizer, which leads to the generation of reactive oxygen species and thereby causes cell death. A diarylethene‐derived peptidomimetic is presented that is suitable for photodynamic cancer therapy without any involvement of oxygen. This light‐sensitive molecule is not a mediator but is itself the cytotoxic agent. As a derivative of the cyclic amphiphilic peptide gramicidin S, the peptidomimetic exists in two thermally stable photoforms that are interconvertible by light of different wavelengths. The isomer generated by visible light shows much stronger toxicity against tumor cells than the UV‐generated isomer. First in vivo applications are demonstrated on a tumor animal model to illustrate how the peptidomimetic can be administered in the less toxic form and then activated locally in a solid tumor by visible light.