2-Deoxyglucose-Modified Folate Derivative: Self-Assembling Nanoparticle Able to Load Cisplatin

Shaoming Jin; Zhongyao Du; Pengjie Wang; Huiyuan Guo; Hao Zhang; Xingen Lei; Fazheng Ren

doi:10.3390/molecules24061084

2-Deoxyglucose-Modified Folate Derivative: Self-Assembling Nanoparticle Able to Load Cisplatin

Molecules. 2019 Mar 19;24(6):1084. doi: 10.3390/molecules24061084.

Authors

Shaoming Jin^{1

2}, Zhongyao Du³, Pengjie Wang^{4

5}, Huiyuan Guo⁶, Hao Zhang⁷, Xingen Lei^{8

9}, Fazheng Ren¹⁰

Affiliations

¹ Beijing Advanced Innovation Center for Food Nutrition and Human Health, College of Food Science & Nutritional Engineering, China Agricultural University, Beijing 100083, China. myjackyming@126.com.
² National Institutes for Food and Drug Control, Beijing 100050, China. myjackyming@126.com.
³ Beijing Advanced Innovation Center for Food Nutrition and Human Health, College of Food Science & Nutritional Engineering, China Agricultural University, Beijing 100083, China. duzhongyao@cau.edu.cn.
⁴ Beijing Advanced Innovation Center for Food Nutrition and Human Health, College of Food Science & Nutritional Engineering, China Agricultural University, Beijing 100083, China. wpj1019@cau.edu.cn.
⁵ Beijing Laboratory of Food Quality and Safety, Beijing Higher Institution Engineering Research Center of Animal Product, Beijing 100083, China. wpj1019@cau.edu.cn.
⁶ Beijing Laboratory of Food Quality and Safety, Beijing Higher Institution Engineering Research Center of Animal Product, Beijing 100083, China. guohuiyuan99@gmail.com.
⁷ Beijing Laboratory of Food Quality and Safety, Beijing Higher Institution Engineering Research Center of Animal Product, Beijing 100083, China. zhanghaocau@cau.edu.cn.
⁸ Beijing Advanced Innovation Center for Food Nutrition and Human Health, College of Food Science & Nutritional Engineering, China Agricultural University, Beijing 100083, China. XL20@cornell.edu.
⁹ Department of Animal Science, Cornell University, Ithaca, NY 14853, USA. XL20@cornell.edu.
¹⁰ Beijing Advanced Innovation Center for Food Nutrition and Human Health, College of Food Science & Nutritional Engineering, China Agricultural University, Beijing 100083, China. renfazheng@cau.edu.cn.

Abstract

Folic acid has been widely introduced into nano-drug delivery systems to give nanoparticle-targeted characteristics. However, the poor water solubility of folic acid may hinder the exploitation of its ability to load antineoplastic drugs. In the present study, we designed a new folate derivative (FA-2-DG) synthesized from folic acid and 2-Deoxyglucose (2-DG). The aim of this study was to evaluate the self-assembly characteristics of FA-2-DG, and its ability of loading cisplatin. The critical micelle concentration was 7.94 × 10^-6 mol L^-1. Fourier transform infrared spectroscopy indicated that hydrogen bonding interaction is a main driving force for the self⁻assembly of FA-2-DG. The particle was stable in pure water or 0.5% bovine serum albumin dispersions. By forming a coordination bond, the particles assembled from FA-2-DG can load cisplatin. The loading efficiency was maximal when the molar ratio of FA-2-DG to cisplatin was 2:1.

Keywords: 2-Deoxyglucose; cisplatin; drug delivery system; folic acid; self-assembly.

MeSH terms

Cisplatin / chemistry*
Deoxyglucose / chemistry*
Drug Delivery Systems
Dynamic Light Scattering
Folic Acid / chemistry*
Hydrogen Bonding
Micelles*
Nanoparticles / chemistry*
Solubility

Substances

Micelles
Folic Acid
Deoxyglucose
Cisplatin

Grants and funding

SPFW-2018-YB01/The Open Project Program of Beijing Key Laboratory of Flavor Chemistry