Improvement of Photodynamic Activity by a Stable System Consisting of a C 60 Derivative and Photoantenna in Liposomes

A dyad system comprising a lipid membrane-incorporated fullerene derivative with an , -dimethylpyrrodinium group (C - ) and a photoantenna molecule (DiD) did not exhibit the high photodynamic activity expected based on its singlet oxygen generation ability. Comparison with a fullerene derivative wit...

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Published in:ACS medicinal chemistry letters 2022-04, Vol.13 (4), p.641-647
Main Authors: Shimada, Risako, Hino, Shodai, Yamana, Keita, Kawasaki, Riku, Konishi, Toshifumi, Ikeda, Atsushi
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description A dyad system comprising a lipid membrane-incorporated fullerene derivative with an , -dimethylpyrrodinium group (C - ) and a photoantenna molecule (DiD) did not exhibit the high photodynamic activity expected based on its singlet oxygen generation ability. Comparison with a fullerene derivative with an amide substituent (C - ) suggested the cause to be that some of the fullerene derivative had been released from the liposomes, partly disrupting the dyad system. The dyad system of C - and DiD exhibited about twice the photodynamic activity toward HeLa cells as that of C - and DiD, due to the suppression of the release of the fullerene derivative from the liposomes. The hydrophobicity/hydrophilicity balance of the substituent in fullerene derivatives was shown to be very important to obtain a dyad system in liposomes characterized by high photodynamic activity.
doi_str_mv 10.1021/acsmedchemlett.1c00691
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title Improvement of Photodynamic Activity by a Stable System Consisting of a C 60 Derivative and Photoantenna in Liposomes
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