• 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

用于生物活性物质的环保型溶剂：羟基肉桂酸在甘油衍生醚中的增溶作用

Eco-Friendly Solvents for Bioactives: Solubilization of Hydroxycinnamic Acids in Glycerol-Derived Ethers.

作者信息

Gracia-Barberán Sara, Lanau María, Leal-Duaso Alejandro, López Ram de Viu Pilar, Mainar Ana M, Mayoral José A, Pires Elísabet

机构信息

Instituto de Síntesis Química y Catálisis Homogénea (ISQCH), CSIC-Universidad de Zaragoza, Calle Pedro Cerbuna 12, Zaragoza E-50009, Spain.

Dpto. Química Orgánica, Facultad de Ciencias, Universidad de Zaragoza, c/Pedro Cerbuna, 12, Zaragoza E-50009, Spain.

出版信息

ACS Sustain Chem Eng. 2025 Jun 5;13(23):8556-8566. doi: 10.1021/acssuschemeng.5c00269. eCollection 2025 Jun 16.

DOI:10.1021/acssuschemeng.5c00269
PMID:40538470
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC12175220/
Abstract

Hydroxycinnamic acids, such as coumaric, ferulic, and caffeic acids, stand out for their pharmacological and cosmetic applications due to their bioactive properties. However, their low solubility in water and conventional solvents can be considered a drawback for their effective utilization. This study investigates the solubility of these acids in renewable glycerol-derived ethers, which exhibit good ecotoxicological profiles and tunable physicochemical properties. Experimental solubility data revealed that monoethers and diethers with shorter alkyl chains significantly enhance the solubility of the studied hydroxycinnamic acids. The findings were further corroborated by COSMO-RS modeling, highlighting the importance of both hydrogen-bond donor capacity and polarity-polarizability in solubility enhancement. Hydrotropic effects of glycerol ethers in water were also experimentally demonstrated, indicating their potential in pharmaceutical and industrial formulations. These results underscore the efficacy of glycerol-derived solvents as sustainable alternatives for solubilizing hydroxycinnamic acids, paving the way for greener and more efficient applications.

摘要

羟基肉桂酸，如香豆酸、阿魏酸和咖啡酸，因其生物活性特性在药理学和化妆品应用方面表现突出。然而，它们在水和传统溶剂中的低溶解度可被视为其有效利用的一个缺点。本研究调查了这些酸在可再生甘油衍生醚中的溶解度，这些醚具有良好的生态毒理学特征和可调节的物理化学性质。实验溶解度数据表明，具有较短烷基链的单醚和二醚显著提高了所研究的羟基肉桂酸的溶解度。COSMO-RS模型进一步证实了这些发现，突出了氢键供体能力和极性-极化率在溶解度提高中的重要性。还通过实验证明了甘油醚在水中的助溶作用，表明它们在药物和工业配方中的潜力。这些结果强调了甘油衍生溶剂作为溶解羟基肉桂酸的可持续替代品的有效性，为更绿色、更高效的应用铺平了道路。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/1cab/12175220/d855a9fc554e/sc5c00269_0010.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/1cab/12175220/9b227876f166/sc5c00269_0001.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/1cab/12175220/a1753854ffea/sc5c00269_0002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/1cab/12175220/2d6f4f5a0743/sc5c00269_0003.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/1cab/12175220/118a9892db2f/sc5c00269_0004.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/1cab/12175220/daec56f85be0/sc5c00269_0005.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/1cab/12175220/574c588d9bcf/sc5c00269_0006.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/1cab/12175220/9abb8a7ec6f7/sc5c00269_0007.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/1cab/12175220/3a41e9aa5682/sc5c00269_0008.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/1cab/12175220/b48855f97a85/sc5c00269_0009.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/1cab/12175220/d855a9fc554e/sc5c00269_0010.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/1cab/12175220/9b227876f166/sc5c00269_0001.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/1cab/12175220/a1753854ffea/sc5c00269_0002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/1cab/12175220/2d6f4f5a0743/sc5c00269_0003.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/1cab/12175220/118a9892db2f/sc5c00269_0004.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/1cab/12175220/daec56f85be0/sc5c00269_0005.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/1cab/12175220/574c588d9bcf/sc5c00269_0006.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/1cab/12175220/9abb8a7ec6f7/sc5c00269_0007.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/1cab/12175220/3a41e9aa5682/sc5c00269_0008.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/1cab/12175220/b48855f97a85/sc5c00269_0009.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/1cab/12175220/d855a9fc554e/sc5c00269_0010.jpg

相似文献

1
Eco-Friendly Solvents for Bioactives: Solubilization of Hydroxycinnamic Acids in Glycerol-Derived Ethers.用于生物活性物质的环保型溶剂：羟基肉桂酸在甘油衍生醚中的增溶作用
ACS Sustain Chem Eng. 2025 Jun 5;13(23):8556-8566. doi: 10.1021/acssuschemeng.5c00269. eCollection 2025 Jun 16.
2
Systemic treatments for metastatic cutaneous melanoma.转移性皮肤黑色素瘤的全身治疗
Cochrane Database Syst Rev. 2018 Feb 6;2(2):CD011123. doi: 10.1002/14651858.CD011123.pub2.
3
Topotecan, pegylated liposomal doxorubicin hydrochloride and paclitaxel for second-line or subsequent treatment of advanced ovarian cancer: a systematic review and economic evaluation.拓扑替康、聚乙二醇化脂质体盐酸多柔比星和紫杉醇用于晚期卵巢癌二线或后续治疗：一项系统评价和经济学评估
Health Technol Assess. 2006 Mar;10(9):1-132. iii-iv. doi: 10.3310/hta10090.
4
Home treatment for mental health problems: a systematic review.心理健康问题的居家治疗：一项系统综述
Health Technol Assess. 2001;5(15):1-139. doi: 10.3310/hta5150.
5
Systemic pharmacological treatments for chronic plaque psoriasis: a network meta-analysis.慢性斑块状银屑病的全身药理学治疗：一项网状荟萃分析。
Cochrane Database Syst Rev. 2017 Dec 22;12(12):CD011535. doi: 10.1002/14651858.CD011535.pub2.
6
Behavioral interventions to reduce risk for sexual transmission of HIV among men who have sex with men.降低男男性行为者中艾滋病毒性传播风险的行为干预措施。
Cochrane Database Syst Rev. 2008 Jul 16(3):CD001230. doi: 10.1002/14651858.CD001230.pub2.
7
Systemic pharmacological treatments for chronic plaque psoriasis: a network meta-analysis.系统性药理学治疗慢性斑块状银屑病：网络荟萃分析。
Cochrane Database Syst Rev. 2021 Apr 19;4(4):CD011535. doi: 10.1002/14651858.CD011535.pub4.
8
Pharmacological treatment for antipsychotic-related constipation.抗精神病药物相关性便秘的药物治疗。
Cochrane Database Syst Rev. 2017 Jan 24;1(1):CD011128. doi: 10.1002/14651858.CD011128.pub2.
9
A rapid and systematic review of the clinical effectiveness and cost-effectiveness of topotecan for ovarian cancer.拓扑替康治疗卵巢癌的临床有效性和成本效益的快速系统评价。
Health Technol Assess. 2001;5(28):1-110. doi: 10.3310/hta5280.
10
Interventions for eye movement disorders due to acquired brain injury.针对后天性脑损伤所致眼球运动障碍的干预措施。
Cochrane Database Syst Rev. 2018 Mar 5;3(3):CD011290. doi: 10.1002/14651858.CD011290.pub2.

本文引用的文献

1
Design of Glycerol-Based Solvents for the Immobilization of Palladium Nanocatalysts: A Hydrogenation Study.用于固定钯纳米催化剂的甘油基溶剂设计：一项氢化研究。
ACS Sustain Chem Eng. 2021 May 17;9(19):6875-6885. doi: 10.1021/acssuschemeng.1c01694. Epub 2021 Apr 30.
2
Unveiling the mechanism of hydrotropy: evidence for water-mediated aggregation of hydrotropes around the solute.揭示增溶作用的机制：水介导的增溶剂在溶质周围聚集的证据。
Chem Commun (Camb). 2020 Jul 4;56(52):7143-7146. doi: 10.1039/d0cc03217d. Epub 2020 May 28.
3
Thermodynamic solubility and solvation behavior of ferulic acid in different (PEG-400 + water) binary solvent mixtures.
阿魏酸在不同（PEG-400+水）二元溶剂混合物中的热力学溶解度和溶解行为。
Drug Dev Ind Pharm. 2019 Sep;45(9):1468-1476. doi: 10.1080/03639045.2019.1628768. Epub 2019 Jun 21.
4
Green and Sustainable Solvents in Chemical Processes.绿色和可持续溶剂在化学过程中的应用。
Chem Rev. 2018 Jan 24;118(2):747-800. doi: 10.1021/acs.chemrev.7b00571. Epub 2018 Jan 4.
5
Solubility and molecular interactions of ferulic acid in various (isopropanol + water) mixtures.阿魏酸在不同（异丙醇+水）混合物中的溶解度和分子相互作用。
J Pharm Pharmacol. 2017 Nov;69(11):1485-1494. doi: 10.1111/jphp.12786. Epub 2017 Jul 19.
6
Ecotoxicity and QSAR studies of glycerol ethers in Daphnia magna.在大型溞中甘油醚的生态毒性和定量构效关系研究。
Chemosphere. 2017 Sep;183:277-285. doi: 10.1016/j.chemosphere.2017.05.107. Epub 2017 May 19.
7
Ferulic acid exerts antitumor activity and inhibits metastasis in breast cancer cells by regulating epithelial to mesenchymal transition.阿魏酸通过调节上皮-间质转化发挥抗肿瘤活性并抑制乳腺癌细胞转移。
Oncol Rep. 2016 Jul;36(1):271-8. doi: 10.3892/or.2016.4804. Epub 2016 May 12.
8
Drug solubility: importance and enhancement techniques.药物溶解度：重要性及增强技术
ISRN Pharm. 2012;2012:195727. doi: 10.5402/2012/195727. Epub 2012 Jul 5.
9
Antioxidant and prooxidant nature of hydroxycinnamic acid derivatives ferulic and caffeic acids.羟基肉桂酸衍生物阿魏酸和咖啡酸的抗氧化和促氧化性质。
Food Chem Toxicol. 2010 Dec;48(12):3369-73. doi: 10.1016/j.fct.2010.09.006. Epub 2010 Sep 17.
10
Prediction of aqueous solubility of drugs and pesticides with COSMO-RS.利用COSMO-RS预测药物和农药的水溶解度。
J Comput Chem. 2002 Jan 30;23(2):275-81. doi: 10.1002/jcc.1168.