journal article·2015-05-13

Molecular Size, Shape, and Electric Charges: Essential for Perylene Bisimide-Based DNA Intercalator to Localize in Cell Nuclei and Inhibit Cancer Cell Growth

Zejun Xu, Wenyu Cheng, Kunru Guo, Jieshi Yu, Jie Shen, Jun Tang, Wantai Yang, Meizhen Yin

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Abstract

The molecular properties concerning size, shape, and electric charges of the planar aromatic DNA intercalators are still poorly understood. Herein, a series of water-soluble perylene bisimide (PBI) derivatives containing a rigid and planar aromatic nanoscaffold with different size, shape, and electric charges were synthesized. Using histochemistry and cell viability assays on animal tissues and cancer cells, we revealed the molecular properties required for successful DNA intercalators to localize in cell nuclei and inhibit cancer cells. Small molecular size and the strong polarity of hydrophilic substituents are prerequisites for PBI-based DNA intercalators. A large number of charges facilitate the nucleic accumulation of these DNA intercalators, while fewer charges and planar aromatic nanoscaffold more efficiently inhibit cancer cell growth.
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Research context

OpenAlex topics: DNA and Nucleic Acid Chemistry · Advanced biosensing and bioanalysis techniques · Cancer therapeutics and mechanisms

SciVX discovery tags are terminology-based. OpenAlex topics are source-provided classifications.

Affiliations

State Key Laboratory of Chemical Resource Engineering, Key Laboratory of Carbon Fiber and Functional Polymers of Ministry of Education, Beijing Laboratory of Biomedical Materials, Beijing University of Chemical Technology, 100029 Beijing, China

State Key Laboratory of Agrobiotechnology and College of Veterinary Medicine, China Agricultural University, 100193 Beijing, China

Funding

Ministry of Science and Technology of the People's Republic of China · State Key Laboratory of Agrobiotechnology, China Agricultural University · Natural Science Foundation of Beijing Municipality · National Natural Science Foundation of China

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