Cancer cell-targeted cisplatin prodrug delivery in vivo via metabolic labeling and bioorthogonal click reaction

Liu Xun; Wu Fan; Cai Kaimin; Zhao Ziyin; Zhang Zhimin; Chen Yongbing; Liu Yong; Cheng Jianjun; Yin Lichen

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Cancer cell-targeted cisplatin prodrug delivery in vivo via metabolic labeling and bioorthogonal click reaction

机译：癌细胞靶向的顺铂前药物在体内通过代谢标记和生物正交咔哒反应

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The discrepancy of surface receptors on cancerous and non-cancerous cells has been regarded as the mainstay of cancer-targeted therapy. However, due to the heterogeneity of tumor cells and the insufficient levels of receptors on the tumor cell surface, the success of cancer cell-targeted therapies is largely limited. Histone deacetylase/cathepsin l-responsive acetylated azidomannose (DCL-AAM) was previously developed to effectively and selectively label cancer cell surfaces with reactive azido groups via sugar metabolism. Herein, the labeling kinetics and generality of DCL-AAM were systematically investigated in varieties of tumor cells in vitro and in SKOV3 xenograft tumors in vivo. Based on this, dibenzocyclooctyne-cisplatin (DBCO-Pt) prodrug was developed, and DCL-AAM-mediated metabolic labeling of SKOV3 cells enhanced the tumor accumulation of DBCO-Pt similar to 2 fold via bioorthogonal click chemistry, potentiating the anti-tumor efficacy of cisplatin yet alleviating the systemic toxicity. This work, therefore, provides the experimental and theoretical support for the future design of sugar metabolism-based targeted delivery systems and may provide a promising candidate for the treatment of cancers lacking appropriate biomarkers.

机译：表面受体对癌症和非癌细胞的差异已被视为癌症靶向治疗的主干。然而，由于肿瘤细胞的异质性和肿瘤细胞表面上的受体水平不足，癌细胞靶向疗法的成功在很大程度上是有限的。先前通过糖代谢有效地和选择性地标记具有反应性Azido基团的组蛋白脱乙酰酶/表达乙酰化乙酰化乙酰化α-响应乙酰化α-响应物（DCL-AAM）。在此，在体外和SKOV3异种移植肿瘤中系统地研究DCL-AAM的标记动力学和普及的DCL-AAM的一般性研究。基于此，开发了二苯苄溶细胞辛酸酯 - 顺铂（DBCO-PT）前药，SKOV3细胞的DCL-AAM介导的代谢标记增强了DBCO-PT的肿瘤积累，类似于二进制正交点击化学，增强了抗肿瘤效果Cisplatin但缓解了全身毒性。因此，这项工作为未来的基于糖代谢的靶向递送系统设计提供了实验和理论支持，并且可以为缺乏适当生物标志物的癌症提供有希望的候选者。

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《Biomaterials Science》 |2021年第4期|共12页
作者
Liu Xun; Wu Fan; Cai Kaimin; Zhao Ziyin; Zhang Zhimin; Chen Yongbing; Liu Yong; Cheng Jianjun; Yin Lichen;
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作者单位

Soochow Univ Collaborat Innovat Ctr Suzhou Nano Sci &

Technol Jiangsu Key Bahoratoty Carbon Based Funct Mat &

D Inst Funct Nano &

Soft Mat FUNSOM Suzhou 215123 Peoples R China;

Soochow Univ Collaborat Innovat Ctr Suzhou Nano Sci &

Technol Jiangsu Key Bahoratoty Carbon Based Funct Mat &

D Inst Funct Nano &

Soft Mat FUNSOM Suzhou 215123 Peoples R China;

Univ Illinois Dept Mat Sci &

Engn Urbana IL 61801 USA;

Soochow Univ Collaborat Innovat Ctr Suzhou Nano Sci &

Technol Jiangsu Key Bahoratoty Carbon Based Funct Mat &

D Inst Funct Nano &

Soft Mat FUNSOM Suzhou 215123 Peoples R China;

Soochow Univ Collaborat Innovat Ctr Suzhou Nano Sci &

Technol Jiangsu Key Bahoratoty Carbon Based Funct Mat &

D Inst Funct Nano &

Soft Mat FUNSOM Suzhou 215123 Peoples R China;

Soochow Univ Affiliated Hosp 2 Dept Thorac Surg Suzhou 215004 Peoples R China;

Soochow Univ Collaborat Innovat Ctr Suzhou Nano Sci &

Technol Jiangsu Key Bahoratoty Carbon Based Funct Mat &

D Inst Funct Nano &

Soft Mat FUNSOM Suzhou 215123 Peoples R China;

Univ Illinois Dept Mat Sci &

Engn Urbana IL 61801 USA;

Soochow Univ Collaborat Innovat Ctr Suzhou Nano Sci &

Technol Jiangsu Key Bahoratoty Carbon Based Funct Mat &

D Inst Funct Nano &

Soft Mat FUNSOM Suzhou 215123 Peoples R China;

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正文语种 eng
中图分类分子生物学;
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1. Systematic investigation of bioorthogonal cellular DNA metabolic labeling in a photo-controlled manner [J] . Shaokang Jia, Shixi Yang, Huimin Ji, 中国化学快报（英文版） . 2020,第005期
2. Weekly albumin-bound paclitaxel/cisplatin versus gemcitabine/cisplatin as first-line therapy for patients with advanced non-small-cell lung cancer: A phase Ⅱ open-label clinical study [J] . Shanshan Qin, Jie Qiao, Yu Feng, 中国癌症研究（英文版） . 2019,第002期
3. Low doses of ethanolic extract of Boldo （Peumus boldus） can ameliorate toxicity generated by cisplatin in normal liver cells of mice in vivo and in WRL-68 cells in vitro, but not in cancer cells in vivo or in vitro [J] . Jesmin Mondal, Kausik Bishayee, Ashis Kumar Panigrahi, 结合医学学报：英文版 . 2014,第005期
4. Cytosolic protein delivery via metabolic glycoengineering and bioorthogonal click reactions [J] . Zhao Ziyin, Zhang Zhimin, Duan Shanzhou, Biomaterials Science . 2021,第13期

机译：通过代谢甘油糖细胞蛋白递送和生物正交咔哒反应
5. In vivo cancer targeting via glycopolyester nanoparticle mediated metabolic cell labeling followed by click reaction [J] . Hua Wang, Yang Bo, Yang Liu, Biomaterials . 2019,第期

机译：在体内癌症通过甘甘油聚酯纳米粒子介导的代谢细胞标记，然后点击反应
6. Targeted delivery of a cisplatin prodrug for safer and more effective prostate cancer therapy in vivo [J] . Shanta Dhar, Nagesh Kolishetti, Stephen J. Lippard, Proceedings of the National Academy of Sciences of the United States of America . 2011,第5期

机译：靶向递送顺铂前药，可在体内进行更安全，更有效的前列腺癌治疗
7. An in vivo metabolic labeling approach for the early detection of colorectal cancer protein biomarkers in mouse serum [C] . Melanie M. Ivancic, Edward L. Huttlin, Kelli G. Kline, American Society for Mass Spectrometry Conference on Mass Spectrometry and Allied Topics . 2010

机译：鼠标血清中直肠癌蛋白生物标志物早期检测的体内代谢标记方法
8. Mechanism of Action and Gold Nanoparticle Delivery of Platinum(IV) Prodrugs of Cisplatin [D] . Shi, Yi 2012

机译：顺铂铂（IV）前药的作用机理和金纳米颗粒传递
9. Targeted delivery of a cisplatin prodrug for safer and more effective prostate cancer therapy in vivo [O] . Shanta Dhar, Nagesh Kolishetti, Stephen J. Lippard, 2011

机译：靶向递送顺铂前药可在体内进行更安全更有效的前列腺癌治疗
10. Targeted delivery of a cisplatin prodrug for safer and more effective prostate cancer therapy in vivo [O] . Dhar, Shanta, Kolishetti, Nagesh, Lippard, Stephen J., 2011

机译：靶向递送顺铂前药，可在体内进行更安全，更有效的前列腺癌治疗
11. New Enzyme Prodrug and Methionine-Depletion Combination Therapy of Breast Cancer Designed for Effective Delivery to the Tumor. [R] . R. G. Harrison 2012

机译：乳腺癌的新酶前体和蛋氨酸 - 消耗组合疗法设计用于有效递送到肿瘤。

Cancer cell-targeted cisplatin prodrug delivery in vivo via metabolic labeling and bioorthogonal click reaction

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