Citation: Yi Li, Chao Teng, Helena S. Azevedo, Lifang Yin, Wei He. Cocrystallization-like strategy for the codelivery of hydrophobic and hydrophilic drugs in a single carrier material formulation[J]. Chinese Chemical Letters, ;2021, 32(10): 3071-3075. doi: 10.1016/j.cclet.2021.03.085 shu

Cocrystallization-like strategy for the codelivery of hydrophobic and hydrophilic drugs in a single carrier material formulation

Yi Li ^{a, 1} ,
Chao Teng ^{a, 1} ,
Helena S. Azevedo ^b ,
Lifang Yin ^{a, *,} ,
Wei He ^{a, *,}

a.
School of Pharmacy, China Pharmaceutical University, Nanjing 210009, China
b.
School of Engineering and Materials Science, Institute of Bioengineering, Queen Mary University of London, London E1 4NS, United Kingdom

lifangyin_@163.com

weihe@cpu.edu.cn

Received Date: 6 January 2021
Revised Date: 31 March 2021
Accepted Date: 1 April 2021
Available Online: 2 April 2021

Figures(4)

Codelivery of drugs by drug carriers is a promising strategy against several diseases such as infections and cancer. However, traditional drug carriers are typically characterized by low drug payload, limiting their treatment efficacy. Using nanocrystals of insoluble drug as carriers, a carrier free platform was developed previously to deliver a second insoluble drug for codelivery. To extend the concept, we hypothesized, herein, that the platform allows for codelivery of hydrophobic and hydrophilic drugs using a cocrystalization-like strategy. To obtain proof-of-concept, paclitaxel (PTX), an insoluble chemotherapeutic agent, and dichloroacetic acid (DCA), a water-soluble inhibitor of pyruvate dehydrogenase kinase, were utilized as model drugs. PTX-DCA hybrid nanocrystals (PTX-DCA NCs) were prepared by anti-solvent precipitation and characterized. Their in vitro antitumor activity against cancer cells was evaluated. PTX-DCA NCs prepared from the optimized formulation had a diameter of 160 nm and a rod-shape morphology and possessed encapsulated efficacy of approximately 30% for DCA. The use of the hybrid crystals enabled synergy to kill cancer cells, in particular in PTX-resistant cells in a dose-dependent pattern. In conclusion, by using a cocrystalization-like strategy, a hydrophilic drug can be formulated into a drug's nanocrystal for codelivery.
- Hybrid nanocrystal,
- Codelivery,
- Multidrug resistance,
- Paclitaxel,
- Dichloroacetic acid,
- Cocrystallization
1. [1]
  J.M. Stewart, B.G. Keselowsky, Adv. Drug Deliv Rev. 114 (2017) 161-174 doi: 10.1016/j.addr.2017.05.013
2. [2]
  W. He, X. Xing, X. Wang, et al., Adv. Funct. Mater. 30 (2020) 1910566 doi: 10.1002/adfm.201910566
3. [3]
  K. Zhang, P.P. Yang, J.P. Zhang, et al., Chin. Chem. Lett. 28 (2017) 1808-1816 doi: 10.1016/j.cclet.2017.07.001
4. [4]
  H. He, Y. Lu, J. Qi, et al., Acta Pharm. Sin. B 9 (2019) 36-48 doi: 10.1016/j.apsb.2018.06.005
5. [5]
  Y. Zhu, X. Yu, S.D. Thamphiwatana, et al., Acta Pharm. Sin. B 10 (2020) 2054-2074 doi: 10.1016/j.apsb.2020.08.010
6. [6]
  I. Zoya, H. He, L. Wang, et al., Chin. Chem. Lett. 32 (2021) 1545-1549 doi: 10.1016/j.cclet.2020.09.038
7. [7]
  C. Teng, C. Lin, F. Huang, et al., Acta Pharm. Sin. B 10 (2020) 1521-1533 doi: 10.1016/j.apsb.2020.06.005
8. [8]
  J. Li, D.J. Burgess, Acta Pharm. Sin. B 10 (2020) 2110-2124 doi: 10.1016/j.apsb.2020.05.008
9. [9]
  Y. Lu, Y. Li, W. Wu, Acta Pharm. Sin. B 6 (2016) 106-113 doi: 10.1016/j.apsb.2015.11.005
10. [10]
  R. Yang, T. Zhang, J. Yu, et al., Asian J. Pharm. Sci. 14 (2019) 321-328 doi: 10.1016/j.ajps.2018.06.001
11. [11]
  Y. Lu, Y. Lv, T. Li, Adv. Drug Deliv Rev. 143 (2019) 115-133 doi: 10.1016/j.addr.2019.06.006
12. [12]
  I.S. Mohammad, W. He, L. Yin, Pharm. Res. 35 (2018) 77 doi: 10.1007/s11095-018-2370-0
13. [13]
  I.S. Mohammad, C. Teng, B. Chaurasiya, et al., Int. J. Pharm. 557 (2019) 304-313 doi: 10.1016/j.ijpharm.2018.12.067
14. [14]
  B. Kim, C. Lee, E.S. Lee, et al., Asian J. Pharm. Sci. 11 (2016) 708-714 doi: 10.1016/j.ajps.2016.05.005
15. [15]
  D.R. Kohler, B.R. Goldspiel, J. Human Pharmacol. Drug Ther. 14 (1994) 3-34 doi: 10.1002/j.1875-9114.1994.tb02785.x
16. [16]
  J.L. Roh, J.Y. Park, E.H. Kim, et al., Cancer. Lett. 371 (2016) 20-29 doi: 10.1016/j.canlet.2015.11.023
17. [17]
  F. Gong, X. Peng, Y. Sang, et al., Cell Death Dis. 4 (2013) 913-913 doi: 10.1038/cddis.2013.438
18. [18]
  I.A. Seliem, S.S. Panda, A.S. Girgis, et al., Chem. Biol. Drug Des. 95 (2020) 248-259 doi: 10.1111/cbdd.13638
19. [19]
  A. Kumar, S. Kant, S.M. Singh, Toxicol. Appl. Pharmacol. 273 (2013) 196-208 doi: 10.1016/j.taap.2013.09.005
20. [20]
  L. Zhou, L. Liu, W. Chai, et al., Onco. Target. Ther. 12 (2019) 1729-1739 doi: 10.2147/ott.s194329
21. [21]
  R.K. Pathak, S. Marrache, D.A. Harn, S. Dhar, ACS Chem. Biol. 9 (2014) 1178-1187 doi: 10.1021/cb400944y
22. [22]
  Y. Lv, H. He, J. Qi, et al., Int. J. Pharm. 547 (2018) 395-403 doi: 10.1016/j.ijpharm.2018.06.025
23. [23]
  N. Chadborn, J. Bryant, A.J. Bain, P. O'Shea, Biophy. J. 76 (1999) 2198 doi: 10.1016/S0006-3495(99)77375-3
24. [24]
  G.H. Wu, J. Wang, J.L. Chen, et al., Spectrosc. Spect. Anal. 28 (2008) 913-916
25. [25]
  A. Toumadje, S.W. Alcorn, W.C. Johnson, Jr., Anal. Biochem. 200 (1992) 321-331 doi: 10.1016/0003-2697(92)90473-K
26. [26]
  S.M. Kelly, T.J. Jess, N.C. Price, Biochim. Biophys. Acta 1751 (2005) 119-139 doi: 10.1016/j.bbapap.2005.06.005
27. [27]
  K. Park, A. Perczel, G.D. Fasman, Protein. Sci. 1 (1992) 1032-1049 doi: 10.1002/pro.5560010809
28. [28]
  M.D. Hays, D.K. Ryan, S. Pennell, Anal. Chem. 76 (2004) 848-854 doi: 10.1021/ac0344135
1. [1]
  Lin Li , Bingjun Sun , Jin Sun , Lin Chen , Zhonggui He . Binary prodrug nanoassemblies combining chemotherapy and ferroptosis activation for efficient triple-negative breast cancer therapy. Chinese Chemical Letters, 2024, 35(10): 109538-. doi: 10.1016/j.cclet.2024.109538
2. [2]
  Xiaofang Luo , Ye Wu , Xiaokun Zhang , Min Tang , Feiye Ju , Zuodong Qin , Gregory J Duns , Wei-Dong Zhang , Jiang-Jiang Qin , Xin Luan . Peptide-based strategies for overcoming multidrug-resistance in cancer therapy. Chinese Chemical Letters, 2025, 36(1): 109724-. doi: 10.1016/j.cclet.2024.109724
3. [3]
  Zengchao Guo , Weiwei Liu , Tengfei Liu , Jinpeng Wang , Hui Jiang , Xiaohui Liu , Yossi Weizmann , Xuemei Wang . Engineered exosome hybrid copper nanoscale antibiotics facilitate simultaneous self-assembly imaging and elimination of intracellular multidrug-resistant superbugs. Chinese Chemical Letters, 2024, 35(7): 109060-. doi: 10.1016/j.cclet.2023.109060
4. [4]
  Yong-Dan Zhao , Yidan Wang , Rongrong Wang , Lina Chen , Hengtong Zuo , Xi Wang , Jihong Qiang , Geng Wang , Qingxia Li , Canqi Ping , Shuqiu Zhang , Hao Wang . Reversing artemisinin resistance by leveraging thermo-responsive nanoplatform to downregulating GSH. Chinese Chemical Letters, 2024, 35(6): 108929-. doi: 10.1016/j.cclet.2023.108929
5. [5]
  Yixuan Wang , Jiexin Li , Zhihao Shang , Chengcheng Feng , Jianmin Gu , Maosheng Ye , Ran Zhao , Danna Liu , Jingxin Meng , Shutao Wang . Wettability-driven synergistic resistance of scale and oil on robust superamphiphobic coating. Chinese Chemical Letters, 2024, 35(7): 109623-. doi: 10.1016/j.cclet.2024.109623
6. [6]
  Yuxin Li , Chengbin Liu , Qiuju Li , Shun Mao . Fluorescence analysis of antibiotics and antibiotic-resistance genes in the environment: A mini review. Chinese Chemical Letters, 2024, 35(10): 109541-. doi: 10.1016/j.cclet.2024.109541
7. [7]
  Shaoqing Du , Xinyong Liu , Xueping Hu , Peng Zhan . Targeting novel sites represents an effective strategy for combating drug resistance. Chinese Chemical Letters, 2025, 36(1): 110378-. doi: 10.1016/j.cclet.2024.110378
8. [8]
  Liping Zhao , Xixi Guo , Zhimeng Zhang , Xi Lu , Qingxuan Zeng , Tianyun Fan , Xintong Zhang , Fenbei Chen , Mengyi Xu , Min Yuan , Zhenjun Li , Jiandong Jiang , Jing Pang , Xuefu You , Yanxiang Wang , Danqing Song . Novel berberine derivatives as adjuvants in the battle against Acinetobacter baumannii: A promising strategy for combating multi-drug resistance. Chinese Chemical Letters, 2024, 35(10): 109506-. doi: 10.1016/j.cclet.2024.109506
9. [9]
  Haiyang Gu , Xiang Xu . Multicolor hybrid metal halides and anti-counterfeiting. Chinese Journal of Structural Chemistry, 2024, 43(9): 100352-100352. doi: 10.1016/j.cjsc.2024.100352
10. [10]
  Ning LI , Siyu DU , Xueyi WANG , Hui YANG , Tao ZHOU , Zhimin GUAN , Peng FEI , Hongfang MA , Shang JIANG . Preparation and efficient catalysis for olefins epoxidation of a polyoxovanadate-based hybrid. Chinese Journal of Inorganic Chemistry, 2024, 40(4): 799-808. doi: 10.11862/CJIC.20230372
11. [11]
  Yan Cheng , Hai-Quan Yao , Ya-Di Zhang , Chao Shi , Heng-Yun Ye , Na Wang . Nitrate-bridged hybrid organic-inorganic perovskites. Chinese Journal of Structural Chemistry, 2024, 43(9): 100358-100358. doi: 10.1016/j.cjsc.2024.100358
12. [12]
  Wenyi Mei , Lijuan Xie , Xiaodong Zhang , Cunjian Shi , Fengzhi Wang , Qiqi Fu , Zhenjiang Zhao , Honglin Li , Yufang Xu , Zhuo Chen . Design, synthesis and biological evaluation of fluorescent derivatives of ursolic acid in living cells. Chinese Chemical Letters, 2024, 35(5): 108825-. doi: 10.1016/j.cclet.2023.108825
13. [13]
  Huipeng Zhao , Xiaoqiang Du . Polyoxometalates as the redox anolyte for efficient conversion of biomass to formic acid. Chinese Journal of Structural Chemistry, 2024, 43(2): 100246-100246. doi: 10.1016/j.cjsc.2024.100246
14. [14]
  Dan-Ying Xing , Xiao-Dan Zhao , Chuan-Shu He , Bo Lai . Kinetic study and DFT calculation on the tetracycline abatement by peracetic acid. Chinese Chemical Letters, 2024, 35(9): 109436-. doi: 10.1016/j.cclet.2023.109436
15. [15]
  Lihang Wang , Mary Li Javier , Chunshan Luo , Tingsheng Lu , Shudan Yao , Bing Qiu , Yun Wang , Yunfeng Lin . Research advances of tetrahedral framework nucleic acid-based systems in biomedicine. Chinese Chemical Letters, 2024, 35(11): 109591-. doi: 10.1016/j.cclet.2024.109591
16. [16]
  Na Wang , Wang Luo , Huaiyi Shen , Huakai Li , Zejiang Xu , Zhiyuan Yue , Chao Shi , Hengyun Ye , Leping Miao . Crystal engineering regulation achieving inverse temperature symmetry breaking ferroelasticity in a cationic displacement type hybrid perovskite system. Chinese Chemical Letters, 2024, 35(5): 108696-. doi: 10.1016/j.cclet.2023.108696
17. [17]
  Jingqi Ma , Huangjie Lu , Junpu Yang , Liangwei Yang , Jian-Qiang Wang , Xianlong Du , Jian Lin . Rational design and synthesis of a uranyl-organic hybrid for X-ray scintillation. Chinese Journal of Structural Chemistry, 2024, 43(5): 100275-100275. doi: 10.1016/j.cjsc.2024.100275
18. [18]
  Kangrong Yan , Ziqiu Shen , Yanchun Huang , Benfang Niu , Hongzheng Chen , Chang-Zhi Li . Curing the vulnerable heterointerface via organic-inorganic hybrid hole transporting bilayers for efficient inverted perovskite solar cells. Chinese Chemical Letters, 2024, 35(6): 109516-. doi: 10.1016/j.cclet.2024.109516
19. [19]
  Tian Yang , Yi Liu , Lina Hua , Yaoyao Chen , Wuqian Guo , Haojie Xu , Xi Zeng , Changhao Gao , Wenjing Li , Junhua Luo , Zhihua Sun . Lead-free hybrid two-dimensional double perovskite with switchable dielectric phase transition. Chinese Chemical Letters, 2024, 35(6): 108707-. doi: 10.1016/j.cclet.2023.108707
20. [20]
  Jiayu Xu , Meng Li , Baoxia Dong , Ligang Feng . Fully fluorinated hybrid zeolite imidazole/Prussian blue analogs with combined advantages for efficient oxygen evolution reaction. Chinese Chemical Letters, 2024, 35(6): 108798-. doi: 10.1016/j.cclet.2023.108798

Get Citation

PDF

XML

Metrics

PDF Downloads(6)
Abstract views(588)
HTML views(53)

通讯作者: 陈斌, bchen63@163.com

1.
沈阳化工大学材料科学与工程学院沈阳 110142