Probing the impact of sulfur/selenium/carbon linkages on prodrug nanoassemblies for cancer therapy

Bingjun Sun, Cong Luo, Xuanbo Zhang, Mengran Guo, Mengchi Sun, Han Yu, Qin Chen, Wenqian Yang, Menglin Wang, Shiyi Zuo, Pengyu Chen, Qiming Kan, Haotian Zhang, Yongjun Wang, Zhonggui He and Jin Sun ()
Additional contact information
Bingjun Sun: Shenyang Pharmaceutical University
Cong Luo: Shenyang Pharmaceutical University
Xuanbo Zhang: Shenyang Pharmaceutical University
Mengran Guo: Shenyang Pharmaceutical University
Mengchi Sun: Shenyang Pharmaceutical University
Han Yu: Shenyang Pharmaceutical University
Qin Chen: Cancer Hospital of China Medical University, Liaoning Cancer Hospital & Institute
Wenqian Yang: Shenyang Pharmaceutical University
Menglin Wang: Shenyang Pharmaceutical University
Shiyi Zuo: Shenyang Pharmaceutical University
Pengyu Chen: Shenyang Pharmaceutical University
Qiming Kan: Shenyang Pharmaceutical University
Haotian Zhang: Shenyang Pharmaceutical University
Yongjun Wang: Shenyang Pharmaceutical University
Zhonggui He: Shenyang Pharmaceutical University
Jin Sun: Shenyang Pharmaceutical University

Nature Communications, 2019, vol. 10, issue 1, 1-10

Abstract: Abstract Tumor cells are characterized as redox-heterogeneous intracellular microenvironment due to the simultaneous overproduction of reactive oxygen species and glutathione. Rational design of redox-responsive drug delivery systems is a promising prospect for efficient cancer therapy. Herein, six paclitaxel-citronellol conjugates are synthesized using either thioether bond, disulfide bond, selenoether bond, diselenide bond, carbon bond or carbon-carbon bond as linkages. These prodrugs can self-assemble into uniform nanoparticles with ultrahigh drug-loading capacity. Interestingly, sulfur/selenium/carbon bonds significantly affect the efficiency of prodrug nanoassemblies. The bond angles/dihedral angles impact the self-assembly, stability and pharmacokinetics. The redox-responsivity of sulfur/selenium/carbon bonds has remarkable influence on drug release and cytotoxicity. Moreover, selenoether/diselenide bond possess unique ability to produce reactive oxygen species, which further improve the cytotoxicity of these prodrugs. Our findings give deep insight into the impact of chemical linkages on prodrug nanoassemblies and provide strategies to the rational design of redox-responsive drug delivery systems for cancer therapy.

Date: 2019
References: Add references at CitEc
Citations: View citations in EconPapers (3)

Downloads: (external link)
https://www.nature.com/articles/s41467-019-11193-x Abstract (text/html)

Related works:
This item may be available elsewhere in EconPapers: Search for items with the same title.

Export reference: BibTeX RIS (EndNote, ProCite, RefMan) HTML/Text

Persistent link: https://EconPapers.repec.org/RePEc:nat:natcom:v:10:y:2019:i:1:d:10.1038_s41467-019-11193-x

Ordering information: This journal article can be ordered from
https://www.nature.com/ncomms/

DOI: 10.1038/s41467-019-11193-x

Access Statistics for this article

Nature Communications is currently edited by Nathalie Le Bot, Enda Bergin and Fiona Gillespie

More articles in Nature Communications from Nature
Bibliographic data for series maintained by Sonal Shukla () and Springer Nature Abstracting and Indexing ().