可溶性单壁碳纳米管作为铂（IV）抗癌药物设计的长船递送系统。
Soluble single-walled carbon nanotubes as longboat delivery systems for platinum(IV) anticancer drug design.
作者信息
Feazell Rodney P, Nakayama-Ratchford Nozomi, Dai Hongjie, Lippard Stephen J
机构信息
Department of Chemistry, Massachusetts Institute of Technology, Cambridge, Massachusetts 02139, USA.
出版信息
J Am Chem Soc. 2007 Jul 11;129(27):8438-9. doi: 10.1021/ja073231f. Epub 2007 Jun 15.
Abstract
Amine functionalized soluble single walled carbon nanotubes (SWNTs) were derivatized with cisplatin prodrug conjugates as a delivery system by which to internalize multiple prodrug centers. The platinum(IV) complex, ,,-[Pt(NH)Cl(OEt)(OCCHCHCOH)], was tethered to the surface of the carbon nanotubes through peptide linkages formed by the reaction of the SWNT-tethered amines with the carboxylate moiety. The SWNTs are taken into testicular cancer cells by endocytosis where the drop in pH facilitates reductive release of the platinum(II) core complex, which then readily diffuses throughout the cell, as determined by platinum atomic absorption spectroscopy. The entrapment of the SWNTs within the endosomes was confirmed by fluorescence microscopy of SWNTs containing both tethered fluorescein and platinum units. The cytotoxicity of the free platinum(IV) complex increases by greater than 100-fold when attached to the surface of the functionalized SWNTs.
摘要
胺功能化的可溶性单壁碳纳米管（SWNTs）用顺铂前药共轭物进行衍生化，作为一种递送系统，通过该系统可内化多个前药中心。铂（IV）配合物，，，-[Pt(NH)Cl(OEt)(OCCHCHCOH)]，通过SWNT连接的胺与羧酸盐部分反应形成的肽键连接到碳纳米管表面。SWNTs通过内吞作用进入睾丸癌细胞，在细胞内pH值下降促进铂（II）核心配合物的还原释放，然后通过铂原子吸收光谱法测定，该配合物随后很容易在整个细胞中扩散。通过对同时含有连接的荧光素和铂单元的SWNTs进行荧光显微镜观察，证实了SWNTs被包裹在内体中。当附着在功能化SWNTs表面时，游离铂（IV）配合物的细胞毒性增加超过100倍。
相似文献
1
Soluble single-walled carbon nanotubes as longboat delivery systems for platinum(IV) anticancer drug design.可溶性单壁碳纳米管作为铂（IV）抗癌药物设计的长船递送系统。
J Am Chem Soc. 2007 Jul 11;129(27):8438-9. doi: 10.1021/ja073231f. Epub 2007 Jun 15.
2
Nanocarriers for delivery of platinum anticancer drugs.纳米载体用于递送铂类抗癌药物。
Adv Drug Deliv Rev. 2013 Nov;65(13-14):1667-85. doi: 10.1016/j.addr.2013.09.014. Epub 2013 Oct 8.
3
Polymeric drug delivery of platinum-based anticancer agents.铂基抗癌药物的聚合物给药
J Pharm Sci. 2009 Jul;98(7):2299-316. doi: 10.1002/jps.21611.
4
Single-walled and multi-walled carbon nanotubes based drug delivery system: Cancer therapy: A review.基于单壁和多壁碳纳米管的药物递送系统：癌症治疗综述
Indian J Cancer. 2015 Jul-Sep;52(3):262-4. doi: 10.4103/0019-509X.176720.
5
Oral delivery of a platinum anticancer drug using lipid assisted polymeric nanoparticles.使用脂质辅助聚合物纳米颗粒口服递送铂类抗癌药物。
Chem Commun (Camb). 2015 Dec 25;51(99):17536-9. doi: 10.1039/c5cc07853a.
6
Targeted single-wall carbon nanotube-mediated Pt(IV) prodrug delivery using folate as a homing device.使用叶酸作为归巢装置的靶向单壁碳纳米管介导的铂（IV）前药递送。
J Am Chem Soc. 2008 Aug 27;130(34):11467-76. doi: 10.1021/ja803036e. Epub 2008 Jul 29.
7
Carbon nanotubes for delivery of small molecule drugs.碳纳米管用于小分子药物的递送。
Adv Drug Deliv Rev. 2013 Dec;65(15):1964-2015. doi: 10.1016/j.addr.2013.08.005. Epub 2013 Aug 14.
8
Synthesis, characterization, kinetic drug release and anticancer activity of bisphosphonates multi-walled carbon nanotube conjugates.双膦酸盐-多壁碳纳米管缀合物的合成、表征、控释动力学和抗癌活性。
Mater Sci Eng C Mater Biol Appl. 2019 Nov;104:109967. doi: 10.1016/j.msec.2019.109967. Epub 2019 Jul 10.
9
Novel platinum compounds and nanoparticles as anticancer agents.新型铂化合物和纳米颗粒作为抗癌剂。
Pharm Pat Anal. 2018 Jan;7(1):33-46. doi: 10.4155/ppa-2017-0036. Epub 2017 Dec 11.
10
Platinum-Based Combination Therapy: Molecular Rationale, Current Clinical Uses, and Future Perspectives.基于铂类的联合治疗：分子原理、当前临床应用及未来展望。
J Med Chem. 2020 Nov 25;63(22):13397-13412. doi: 10.1021/acs.jmedchem.0c00950. Epub 2020 Sep 9.
引用本文的文献
1
Advanced Nanomaterials Functionalized with Metal Complexes for Cancer Therapy: From Drug Loading to Targeted Cellular Response.用于癌症治疗的金属配合物功能化先进纳米材料：从药物负载到靶向细胞反应
Pharmaceuticals (Basel). 2025 Jul 3;18(7):999. doi: 10.3390/ph18070999.
2
Carbon Nanotubes as Excellent Adjuvants for Anticancer Therapeutics and Cancer Diagnosis: A Plethora of Laboratory Studies Versus Few Clinical Trials.碳纳米管作为抗癌治疗和癌症诊断的优异佐剂：大量实验室研究与少量临床试验
Cells. 2025 Jul 9;14(14):1052. doi: 10.3390/cells14141052.
3
Recent progress in stimuli-activable metallo-prodrugs for cancer therapy.用于癌症治疗的刺激激活型金属前药的最新进展。
Smart Mol. 2024 Aug 29;2(3):e20240030. doi: 10.1002/smo.20240030. eCollection 2024 Sep.
4
What is the Reason That the Pharmacological Future of Chemotherapeutics in the Treatment of Lung Cancer Could Be Most Closely Related to Nanostructures? Platinum Drugs in Therapy of Non-Small and Small Cell Lung Cancer and Their Unexpected, Possible Interactions. The Review.为什么化疗药物在肺癌治疗中的药理前景可能与纳米结构最密切相关？铂类药物在非小细胞肺癌和小细胞肺癌治疗中的作用及其意想不到的可能相互作用。综述。
Int J Nanomedicine. 2024 Sep 14;19:9503-9547. doi: 10.2147/IJN.S469217. eCollection 2024.
5
The evolution of immune profiling: will there be a role for nanoparticles?免疫分析的演变：纳米颗粒会有作用吗？
Nanoscale Horiz. 2024 Oct 21;9(11):1896-1924. doi: 10.1039/d4nh00279b.
6
Review on supermolecules as chemical drugs.超分子作为化学药物的综述。
Sci China B Chem. 2009;52(4):415-458. doi: 10.1007/s11426-009-0103-2. Epub 2009 Apr 16.
7
Engineering innovations in medicine and biology: Revolutionizing patient care through mechanical solutions.医学与生物学中的工程创新：通过机械解决方案彻底改变患者护理。
Heliyon. 2024 Feb 15;10(4):e26154. doi: 10.1016/j.heliyon.2024.e26154. eCollection 2024 Feb 29.
8
Application of zinc oxide nano-tube as drug-delivery vehicles of anticancer drug.氧化锌纳米管作为抗癌药物递送载体的应用。
J Mol Model. 2023 Jan 19;29(2):47. doi: 10.1007/s00894-022-05426-y.
9
Colloidal hydroxyethyl starch for tumor-targeted platinum delivery.用于肿瘤靶向铂递送的胶体羟乙基淀粉。
Nanoscale Adv. 2018 Nov 26;1(3):1002-1012. doi: 10.1039/c8na00271a. eCollection 2019 Mar 12.
10
Copper (II) complexes with N, S donor pyrazole-based ligands as anticancer agents.含 N、S 供体吡唑基配体的铜（II）配合物作为抗癌剂。
Biometals. 2022 Oct;35(5):1095-1111. doi: 10.1007/s10534-022-00426-0. Epub 2022 Aug 24.
本文引用的文献
1
Carboxylation of Kinetically Inert Platinum(IV) Hydroxy Complexes. An Entr.acte.ee into Orally Active Platinum(IV) Antitumor Agents.动力学惰性铂（IV）羟基配合物的羧化反应。迈向口服活性铂（IV）抗肿瘤药物的插曲。
Inorg Chem. 1995 Mar;34(5):1015-21. doi: 10.1021/ic00109a004.
2
In vivo biodistribution and highly efficient tumour targeting of carbon nanotubes in mice.碳纳米管在小鼠体内的生物分布及高效肿瘤靶向性
Nat Nanotechnol. 2007 Jan;2(1):47-52. doi: 10.1038/nnano.2006.170. Epub 2006 Dec 17.
3
siRNA delivery into human T cells and primary cells with carbon-nanotube transporters.利用碳纳米管转运体将小干扰RNA递送至人T细胞和原代细胞。
Angew Chem Int Ed Engl. 2007;46(12):2023-7. doi: 10.1002/anie.200604295.
4
Noncovalent functionalization of carbon nanotubes by fluorescein-polyethylene glycol: supramolecular conjugates with pH-dependent absorbance and fluorescence.荧光素-聚乙二醇对碳纳米管的非共价功能化：具有pH依赖性吸光度和荧光的超分子共轭物
J Am Chem Soc. 2007 Mar 7;129(9):2448-9. doi: 10.1021/ja068684j. Epub 2007 Feb 7.
5
Full-length single-walled carbon nanotubes decorated with streptavidin-conjugated quantum dots as multivalent intracellular fluorescent nanoprobes.用链霉亲和素偶联量子点修饰的全长单壁碳纳米管作为多价细胞内荧光纳米探针。
Biomacromolecules. 2006 Aug;7(8):2259-63. doi: 10.1021/bm0602031.
6
Anticancer efficacies of cisplatin-releasing pH-responsive nanoparticles.顺铂释放型pH响应纳米颗粒的抗癌疗效
Biomacromolecules. 2006 Mar;7(3):829-35. doi: 10.1021/bm050902y.
7
Carbon nanotube delivery of the GFP gene into mammalian cells.通过碳纳米管将绿色荧光蛋白基因导入哺乳动物细胞。
Chembiochem. 2006 Feb;7(2):239-42. doi: 10.1002/cbic.200500227.
8
Carbon nanotubes as intracellular transporters for proteins and DNA: an investigation of the uptake mechanism and pathway.碳纳米管作为蛋白质和DNA的细胞内转运体：摄取机制和途径的研究
Angew Chem Int Ed Engl. 2006 Jan 16;45(4):577-81. doi: 10.1002/anie.200503389.
9
Functionalization of carbon nanotubes via cleavable disulfide bonds for efficient intracellular delivery of siRNA and potent gene silencing.通过可裂解的二硫键对碳纳米管进行功能化修饰，以实现小干扰RNA的高效细胞内递送和有效的基因沉默。
J Am Chem Soc. 2005 Sep 14;127(36):12492-3. doi: 10.1021/ja053962k.
10
Update of the Preclinical Situation of Anticancer Platinum Complexes: Novel Design Strategies and Innovative Analytical Approaches.抗癌铂配合物临床前研究进展：新型设计策略与创新分析方法
Curr Med Chem. 2005;12(18):2075-94. doi: 10.2174/0929867054637626.
Zotero 插件