• 文献检索
  • 文档翻译
  • 深度研究
  • 学术资讯
  • Suppr Zotero 插件Zotero 插件
  • 邀请有礼
  • 套餐&价格
  • 历史记录
应用&插件
Suppr Zotero 插件Zotero 插件浏览器插件Mac 客户端Windows 客户端微信小程序
定价
高级版会员购买积分包购买API积分包
服务
文献检索文档翻译深度研究API 文档MCP 服务
关于我们
关于 Suppr公司介绍联系我们用户协议隐私条款
关注我们

Suppr 超能文献

核心技术专利：CN118964589B侵权必究
粤ICP备2023148730 号-1Suppr @ 2026

文献检索

告别复杂PubMed语法，用中文像聊天一样搜索，搜遍4000万医学文献。AI智能推荐，让科研检索更轻松。

立即免费搜索

文件翻译

保留排版，准确专业，支持PDF/Word/PPT等文件格式，支持 12+语言互译。

免费翻译文档

深度研究

AI帮你快速写综述，25分钟生成高质量综述，智能提取关键信息，辅助科研写作。

立即免费体验

一种具有增强的溶解性、渗透性和生物利用度的新型结晶大豆苷元-哌嗪盐。

A new crystalline daidzein-piperazine salt with enhanced solubility, permeability, and bioavailability.

作者信息

Meng Jiacheng, Qiu Chenxu, Lu Chenyue, He Xin, Zhao Xinghua

机构信息

College of Veterinary Medicine, Hebei Agricultural University, Baoding, China.

出版信息

Front Pharmacol. 2024 Jul 22;15:1385637. doi: 10.3389/fphar.2024.1385637. eCollection 2024.

DOI:10.3389/fphar.2024.1385637
PMID:39104399
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC11298695/
Abstract

To overcome the poor solubility, permeability, and bioavailability of the plant isoflavone daidzein (DAI), a novel salt of DAI with anhydrous piperazine (PIP) was obtained based on cocrystallization strategy. The new salt DAI-PIP was characterized by powder X-ray diffraction (PXRD), differential scanning calorimetry (DSC), thermogravimetric analysis (TGA), Fourier-transform infrared (FT-IR) spectroscopy, and optical microscopy. The results showed that the maximum apparent solubility (S) of DAI-PIP increased by 7.27-fold and 1000-fold compared to DAI in pH 6.8 buffer and water, respectively. The peak apparent permeability coefficient (P ) of DAI-PIP in the Caco-2 cell model was 30.57 ± 1.08 × 10 cm/s, which was 34.08% higher than that of DAI. Additionally, compared to DAI, the maximum plasma concentration (C) value of DAI-PIP in beagle dogs was approximately 4.3 times higher, and the area under the concentration-time curve (AUC) was approximately 2.4 times higher. This study provides a new strategy to enhance the dissolution performance and bioavailability of flavonoid drugs, laying a foundation for expanding their clinical applications.

摘要

为克服植物异黄酮大豆苷元（DAI）溶解性、渗透性和生物利用度差的问题，基于共结晶策略制备了一种新型的DAI与无水哌嗪（PIP）的盐。采用粉末X射线衍射（PXRD）、差示扫描量热法（DSC）、热重分析（TGA）、傅里叶变换红外（FT-IR）光谱和光学显微镜对新盐DAI-PIP进行了表征。结果表明，与DAI相比，DAI-PIP在pH 6.8缓冲液和水中的最大表观溶解度（S）分别提高了7.27倍和1000倍。在Caco-2细胞模型中，DAI-PIP的峰值表观渗透系数（P ）为30.57±1.08×10 cm/s，比DAI高34.08%。此外，与DAI相比，DAI-PIP在比格犬体内的最大血浆浓度（C）值高出约4.3倍，浓度-时间曲线下面积（AUC）高出约2.4倍。本研究为提高黄酮类药物的溶出性能和生物利用度提供了一种新策略，为扩大其临床应用奠定了基础。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/2629/11298695/62d0dc9b5596/fphar-15-1385637-g011.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/2629/11298695/b41155389f4c/fphar-15-1385637-g001.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/2629/11298695/8decbfce6386/fphar-15-1385637-g002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/2629/11298695/edef94f1084d/fphar-15-1385637-g003.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/2629/11298695/8acead9e5dfb/fphar-15-1385637-g004.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/2629/11298695/09c5e1de5b6f/fphar-15-1385637-g005.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/2629/11298695/fa888461649b/fphar-15-1385637-g006.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/2629/11298695/a220830e6025/fphar-15-1385637-g007.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/2629/11298695/f5c951b32afb/fphar-15-1385637-g008.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/2629/11298695/62cc8f069df6/fphar-15-1385637-g009.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/2629/11298695/1f62e3d043af/fphar-15-1385637-g010.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/2629/11298695/62d0dc9b5596/fphar-15-1385637-g011.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/2629/11298695/b41155389f4c/fphar-15-1385637-g001.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/2629/11298695/8decbfce6386/fphar-15-1385637-g002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/2629/11298695/edef94f1084d/fphar-15-1385637-g003.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/2629/11298695/8acead9e5dfb/fphar-15-1385637-g004.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/2629/11298695/09c5e1de5b6f/fphar-15-1385637-g005.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/2629/11298695/fa888461649b/fphar-15-1385637-g006.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/2629/11298695/a220830e6025/fphar-15-1385637-g007.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/2629/11298695/f5c951b32afb/fphar-15-1385637-g008.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/2629/11298695/62cc8f069df6/fphar-15-1385637-g009.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/2629/11298695/1f62e3d043af/fphar-15-1385637-g010.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/2629/11298695/62d0dc9b5596/fphar-15-1385637-g011.jpg

相似文献

1
A new crystalline daidzein-piperazine salt with enhanced solubility, permeability, and bioavailability.一种具有增强的溶解性、渗透性和生物利用度的新型结晶大豆苷元-哌嗪盐。
Front Pharmacol. 2024 Jul 22;15:1385637. doi: 10.3389/fphar.2024.1385637. eCollection 2024.
2
A Novel Cocrystal of Daidzein with Piperazine to Optimize the Solubility, Permeability and Bioavailability of Daidzein.一种新型的大豆苷元与哌嗪共晶，用于优化大豆苷元的溶解度、渗透性和生物利用度。
Molecules. 2024 Apr 10;29(8):1710. doi: 10.3390/molecules29081710.
3
Triple Strategies to Improve Oral Bioavailability by Fabricating Coamorphous Forms of Ursolic Acid with Piperine: Enhancing Water-Solubility, Permeability, and Inhibiting Cytochrome P450 Isozymes.三招并用，将熊果酸制成共无定形物，提升其口服生物利用度：提高水溶性、渗透性，抑制细胞色素 P450 同工酶。
Mol Pharm. 2020 Dec 7;17(12):4443-4462. doi: 10.1021/acs.molpharmaceut.0c00443. Epub 2020 Nov 9.
4
Glibenclamide-malonic acid cocrystal with an enhanced solubility and bioavailability.格列本脲-丙二酸共晶，具有增强的溶解度和生物利用度。
Drug Dev Ind Pharm. 2022 Aug;48(8):417-424. doi: 10.1080/03639045.2022.2122987. Epub 2022 Sep 14.
5
An Evolving Role of Aqueous Piperazine to Improve the Solubility of Non-Steroidal Anti-Inflammatory Drugs.哌嗪水溶液在提高非甾体抗炎药物溶解度方面的作用不断演变。
J Pharm Sci. 2022 Oct;111(10):2839-2847. doi: 10.1016/j.xphs.2022.05.009. Epub 2022 May 14.
6
Simultaneously Improving the Physicochemical Properties, Dissolution Performance, and Bioavailability of Apigenin and Daidzein by Co-Crystallization With Theophylline.通过与茶碱共结晶同时改善芹菜素和大豆苷元的理化性质、溶解性能和生物利用度。
J Pharm Sci. 2019 Sep;108(9):2982-2993. doi: 10.1016/j.xphs.2019.04.017. Epub 2019 Apr 25.
7
Carboxymethyl starch as a solid dispersion carrier to enhance the dissolution and bioavailability of piperine and 18-glycyrrhetinic acid.羧甲基淀粉作为一种固体分散体载体，用于提高胡椒碱和18-β-甘草次酸的溶出度和生物利用度。
Drug Dev Ind Pharm. 2023 Jan;49(1):30-41. doi: 10.1080/03639045.2023.2182120. Epub 2023 Feb 23.
8
The baicalein amorphous solid dispersion to enhance the dissolution and bioavailability and effects on growth performance, meat quality, antioxidant capacity and intestinal flora in Taihang chickens.黄芩苷无定形固体分散体提高太行鸡的溶解性能和生物利用度及对生长性能、肉品质、抗氧化能力和肠道菌群的影响。
Poult Sci. 2024 Jul;103(7):103768. doi: 10.1016/j.psj.2024.103768. Epub 2024 Apr 12.
9
Ethylenediamine Salt Enhances the Solubility and Dissolution of Flurbiprofen.乙二胺盐提高氟比洛芬的溶解度和溶出度。
ChemistryOpen. 2024 Jun;13(6):e202300262. doi: 10.1002/open.202300262. Epub 2024 Jan 12.
10
Preparation of Apixaban Solid Dispersion for the Enhancement of Apixaban Solubility and Permeability.用于提高阿哌沙班溶解度和渗透性的阿哌沙班固体分散体的制备。
Pharmaceutics. 2023 Mar 10;15(3):907. doi: 10.3390/pharmaceutics15030907.

本文引用的文献

1
Tuning Caco-2 permeability by cocrystallization: Insights from molecular dynamics simulation.通过共结晶调节Caco-2细胞通透性：分子动力学模拟的见解
Int J Pharm. 2024 Jan 25;650:123666. doi: 10.1016/j.ijpharm.2023.123666. Epub 2023 Dec 7.
2
Fatty acid modification of casein bioactive peptides nano-assemblies, synthesis, characterization and anticarcinogenic effect.酪蛋白生物活性肽纳米组装体的脂肪酸修饰、合成、表征及抗癌作用。
Int J Biol Macromol. 2024 Jan;254(Pt 1):127718. doi: 10.1016/j.ijbiomac.2023.127718. Epub 2023 Nov 2.
3
Study on Sulfamethoxazole-Piperazine Salt: A Mechanistic Insight into Simultaneous Improvement of Physicochemical Properties.
磺胺甲噁唑-哌嗪盐的研究：同时改善物理化学性质的机制见解。
Mol Pharm. 2023 Oct 2;20(10):5226-5239. doi: 10.1021/acs.molpharmaceut.3c00646. Epub 2023 Sep 7.
4
Polymorphic transitions in flufenamic acid-trehalose composites.氟芬那酸-海藻糖复合物中的多晶型转变
Int J Pharm X. 2023 Jul 23;6:100200. doi: 10.1016/j.ijpx.2023.100200. eCollection 2023 Dec 15.
5
Simultaneous improvement of physical stability, dissolution, bioavailability, and antithrombus efficacy of Aspirin and Ligustrazine through cocrystallization.通过共结晶同时提高阿司匹林和川芎嗪的物理稳定性、溶解性能、生物利用度和抗血栓功效。
Int J Pharm. 2022 Mar 25;616:121541. doi: 10.1016/j.ijpharm.2022.121541. Epub 2022 Feb 3.
6
Understanding the relationship between solubility and permeability of γ-cyclodextrin-based systems embedded with poorly aqueous soluble benznidazole.理解γ-环糊精基体系中包合疏水性差的苯并咪唑的溶解度和渗透性之间的关系。
Int J Pharm. 2022 Mar 25;616:121487. doi: 10.1016/j.ijpharm.2022.121487. Epub 2022 Jan 25.
7
Application of Gelatin Composite Coating in Pork Quality Preservation during Storage and Mechanism of Gelatin Composite Coating on Pork Flavor.明胶复合涂层在猪肉贮藏期间品质保鲜中的应用及明胶复合涂层对猪肉风味的作用机制
Gels. 2021 Dec 27;8(1):21. doi: 10.3390/gels8010021.
8
Therapeutic Potential of Isoflavones with an Emphasis on Daidzein.异黄酮的治疗潜力，重点是大豆苷元。
Oxid Med Cell Longev. 2021 Sep 9;2021:6331630. doi: 10.1155/2021/6331630. eCollection 2021.
9
Daidzein mitigates myocardial injury in streptozotocin-induced diabetes in rats.染料木黄酮可减轻链脲佐菌素诱导的糖尿病大鼠心肌损伤。
Life Sci. 2021 Nov 1;284:119664. doi: 10.1016/j.lfs.2021.119664. Epub 2021 Jun 6.
10
Mechanochemistry: A Green Approach in the Preparation of Pharmaceutical Cocrystals.机械化学：制备药物共晶体的绿色方法。
Pharmaceutics. 2021 May 25;13(6):790. doi: 10.3390/pharmaceutics13060790.