Cytotoxicity of doxorubicin conjugated with C60 fullerene. Structural and in vitro studies

被引：9

作者：

Butowska, Kamila ^{[1
,2
,3
]}

Kozak, Witold ^{[3
]}

Zdrowowicz, Magdalena ^{[3
]}

Makurat, Samanta ^{[3
]}

Rychlowski, Michal ^{[4
]}

Hac, Aleksandra ^{[5
]}

Herman-Antosiewicz, Anna ^{[5
]}

Piosik, Jacek ^{[1
,2
]}

Rak, Janusz ^{[3
]}

机构：

[1] Univ Gdansk, Intercollegiate Fac Biotechnol, Lab Biophys, Abrahama 58, PL-80307 Gdansk, Poland

[2] Med Univ Gdansk, Abrahama 58, PL-80307 Gdansk, Poland

[3] Univ Gdansk, Fac Chem, Lab Biol Sensitizers, Wita Stwosza 63, PL-80308 Gdansk, Poland

[4] Univ Gdansk, Fac Biotechnol, Dept Virus Mol Biol, Gdansk, Poland

[5] Univ Gdansk, Fac Biol, Dept Med Biol & Genet, Wita Stwosza 59, PL-80308 Gdansk, Poland

来源：

STRUCTURAL CHEMISTRY | 2019年 / 30卷 / 06期

关键词：

Fullerene; Doxorubicin; Covalent conjugate; Drug delivery; Nanoparticle; Cancer cells; BASIS-SETS; AB-INITIO; MECHANISMS; CARDIOTOXICITY; ADRIAMYCIN; CONTINUUM;

D O I：

10.1007/s11224-019-01428-4

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

Conjugating an anticancer drug of high biological efficacy but large cytotoxicity with a "transporting" molecule of low toxicity constitutes a valuable approach to design safe drug delivery system. In the present study, doxorubicin (DOX) a drug of large cardiotoxicity was chemically conjugated to a C-60-fullerene. The synthesized molecule, a fullerene-doxorubicin conjugate (Ful-DOX), was characterized using the H-1 NMR and MALDI TOF mass spectrometry. The absorption and fluorescence spectra and dynamic light scattering of the conjugate were recorded in an aqueous solution, while the impact on viability of several cancer cell lines of the free DOX and the conjugate was compared using the SRB and WST-1 assays. A low antiproliferative activity of the conjugate as compared to the free DOX is a consequence of the presence of fullerene moiety in the former, which is also responsible for the conjugate aggregation in an aqueous solution. Unlike free DOX, these aggregates cannot pass through the nuclear membrane (as demonstrated by the confocal microscopy measurements), which makes them marginally cytotoxic.

引用

页码：2327 / 2338

页数：12

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