Dimethylcurcumin-loaded methoxypolyethylene glycol-dimethylcurcumin conjugate nanoparticles: preparation, characterization and in vitro antitumor study

IF 2.1 4区材料科学 Q3 CHEMISTRY, MULTIDISCIPLINARY Journal of Nanoparticle Research Pub Date : 2024-10-23 DOI:10.1007/s11051-024-06165-2

Keyun Zhou, Xiaowen Liu, Yu Tong, Wei Jiang, Yujie Li, Tianyu Zhu, Defeng Xu, Hang Hu

{"title":"Dimethylcurcumin-loaded methoxypolyethylene glycol-dimethylcurcumin conjugate nanoparticles: preparation, characterization and in vitro antitumor study","authors":"Keyun Zhou, Xiaowen Liu, Yu Tong, Wei Jiang, Yujie Li, Tianyu Zhu, Defeng Xu, Hang Hu","doi":"10.1007/s11051-024-06165-2","DOIUrl":null,"url":null,"abstract":"<div><p>Dimethylcurcumin (DMC) is a synthetic curcuminoid which can enhance androgen receptor (AR) degradation to suppress AR-associated cancers. However, the poor water solubility and low bioavailability of DMC limit its biomedical applications. In our study, a water-soluble methoxypolyethylene glycol-dimethylcurcumin conjugate (cDMC-mPEG) was synthesized and further used for preparation of DMC loaded nanoparticles for effective DMC delivery. cDMC-mPEG was synthesized and characterized by proton nuclear magnetic resonance, fourier transform infrared spectroscopy, ultraviolet–visible spectroscopy, thermogravimetric analysis and differential scanning calorimetry. cDMC-mPEG self-assemble into nanoparticles in aqueous solution and can be used to encapsulate free DMC to form DMC-loaded cDMC-mPEG nanoparticles with small sizes and spherical morphology. The in vitro drug release study shows that DMC@cDMC-mPEG (15.3%) nanoparticles exhibit pH-triggered DMC release behaviors. The cellular uptake study shows that cDMC-mPEG and DMC@cDMC-mPEG (15.3%) nanoparticles exhibit enhanced cellular uptake as compared to free DMC, and DMC@cDMC-mPEG (15.3%) nanoparticles exhibit the highest cellular uptake amount. As a result, DMC@cDMC-mPEG (15.3%) nanoparticles exhibit enhanced cytotoxicity against 22Rv1 cells as compared to cDMC-mPEG and free DMC in in vitro antitumor effect study. The DMC@cDMC-mPEG (15.3%) nanoparticles developed in this work provide an effective nano-formulation for anti-prostate cancer DMC delivery.</p></div>","PeriodicalId":653,"journal":{"name":"Journal of Nanoparticle Research","volume":"26 10","pages":""},"PeriodicalIF":2.1000,"publicationDate":"2024-10-23","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"0","resultStr":null,"platform":"Semanticscholar","paperid":null,"PeriodicalName":"Journal of Nanoparticle Research","FirstCategoryId":"88","ListUrlMain":"https://link.springer.com/article/10.1007/s11051-024-06165-2","RegionNum":4,"RegionCategory":"材料科学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"","PubModel":"","JCR":"Q3","JCRName":"CHEMISTRY, MULTIDISCIPLINARY","Score":null,"Total":0}

引用次数: 0

Abstract

Dimethylcurcumin (DMC) is a synthetic curcuminoid which can enhance androgen receptor (AR) degradation to suppress AR-associated cancers. However, the poor water solubility and low bioavailability of DMC limit its biomedical applications. In our study, a water-soluble methoxypolyethylene glycol-dimethylcurcumin conjugate (cDMC-mPEG) was synthesized and further used for preparation of DMC loaded nanoparticles for effective DMC delivery. cDMC-mPEG was synthesized and characterized by proton nuclear magnetic resonance, fourier transform infrared spectroscopy, ultraviolet–visible spectroscopy, thermogravimetric analysis and differential scanning calorimetry. cDMC-mPEG self-assemble into nanoparticles in aqueous solution and can be used to encapsulate free DMC to form DMC-loaded cDMC-mPEG nanoparticles with small sizes and spherical morphology. The in vitro drug release study shows that DMC@cDMC-mPEG (15.3%) nanoparticles exhibit pH-triggered DMC release behaviors. The cellular uptake study shows that cDMC-mPEG and DMC@cDMC-mPEG (15.3%) nanoparticles exhibit enhanced cellular uptake as compared to free DMC, and DMC@cDMC-mPEG (15.3%) nanoparticles exhibit the highest cellular uptake amount. As a result, DMC@cDMC-mPEG (15.3%) nanoparticles exhibit enhanced cytotoxicity against 22Rv1 cells as compared to cDMC-mPEG and free DMC in in vitro antitumor effect study. The DMC@cDMC-mPEG (15.3%) nanoparticles developed in this work provide an effective nano-formulation for anti-prostate cancer DMC delivery.

Abstract Image

查看原文

微信好友朋友圈 QQ好友复制链接

本刊更多论文

二甲基姜黄素负载甲氧基聚乙二醇-二甲基姜黄素共轭纳米颗粒：制备、表征和体外抗肿瘤研究

二甲基姜黄素（DMC）是一种合成姜黄素，可促进雄激素受体（AR）降解，从而抑制与 AR 相关的癌症。然而，DMC 的水溶性差、生物利用率低，限制了其在生物医学领域的应用。在我们的研究中，合成了一种水溶性甲氧基聚乙二醇-二甲基姜黄素共轭物（cDMC-MPEG），并进一步用于制备负载 DMC 的纳米颗粒，以实现 DMC 的有效递送。cDMC-mPEG 在水溶液中自组装成纳米颗粒，可用于包裹游离的 DMC，形成小尺寸、球形的负载 DMC 的 cDMC-mPEG 纳米颗粒。体外药物释放研究表明，DMC@cDMC-mPEG（15.3%）纳米颗粒具有 pH 触发的 DMC 释放行为。细胞吸收研究表明，与游离 DMC 相比，cDMC-mPEG 和 DMC@cDMC-mPEG (15.3%) 纳米颗粒的细胞吸收率更高，其中 DMC@cDMC-mPEG (15.3%) 纳米颗粒的细胞吸收率最高。因此，与 cDMC-mPEG 和游离 DMC 相比，DMC@cDMC-mPEG（15.3%）纳米粒子在体外抗肿瘤效应研究中对 22Rv1 细胞的细胞毒性更强。本研究开发的 DMC@cDMC-mPEG (15.3%) 纳米颗粒是一种有效的抗前列腺癌 DMC 纳米制剂。

本文章由计算机程序翻译，如有差异，请以英文原文为准。

求助全文

约1分钟内获得全文去求助

来源期刊

Journal of Nanoparticle Research 工程技术-材料科学：综合

CiteScore

4.40

自引率

4.00%

发文量

198

审稿时长

3.9 months

期刊介绍： The objective of the Journal of Nanoparticle Research is to disseminate knowledge of the physical, chemical and biological phenomena and processes in structures that have at least one lengthscale ranging from molecular to approximately 100 nm (or submicron in some situations), and exhibit improved and novel properties that are a direct result of their small size. Nanoparticle research is a key component of nanoscience, nanoengineering and nanotechnology. The focus of the Journal is on the specific concepts, properties, phenomena, and processes related to particles, tubes, layers, macromolecules, clusters and other finite structures of the nanoscale size range. Synthesis, assembly, transport, reactivity, and stability of such structures are considered. Development of in-situ and ex-situ instrumentation for characterization of nanoparticles and their interfaces should be based on new principles for probing properties and phenomena not well understood at the nanometer scale. Modeling and simulation may include atom-based quantum mechanics; molecular dynamics; single-particle, multi-body and continuum based models; fractals; other methods suitable for modeling particle synthesis, assembling and interaction processes. Realization and application of systems, structures and devices with novel functions obtained via precursor nanoparticles is emphasized. Approaches may include gas-, liquid-, solid-, and vacuum-based processes, size reduction, chemical- and bio-self assembly. Contributions include utilization of nanoparticle systems for enhancing a phenomenon or process and particle assembling into hierarchical structures, as well as formulation and the administration of drugs. Synergistic approaches originating from different disciplines and technologies, and interaction between the research providers and users in this field, are encouraged.