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维生素E在2,4,6-三(4-氯苯氧基)-1,3,5-三嗪一维纳米通道中的包合:一种稳定固态配合物的结构与热表征

Inclusion of Vitamin E in 1D Nanochannels of 2,4,6-Tris(4-chlorophenoxy)-1,3,5-triazine: Structural and Thermal Characterization of a Stable Solid-State Complex.

作者信息

Kobayashi Hirokazu, Honda Hidehiko, Yamamoto Masato, Odanaka Yuki, Tanaka Reina, Shibata Yo, Iwahori Fumiyasu, Noguchi Mariko, Fujimori Hiroki

机构信息

Faculty of Arts and Sciences at Fujiyoshida, Showa University, 4562, Kami-yoshida, Fuji-yoshida-shi, Yamanashi 403-0005, Japan.

Department of Pharmaceutical Sciences, Division of Bioanalytical Chemistry, Showa University School of Pharmacy, 1-5-8, Hatanodai, Shinagawa-ku, Tokyo 142-8555, Japan.

出版信息

ACS Omega. 2025 Jun 10;10(24):25819-25828. doi: 10.1021/acsomega.5c02012. eCollection 2025 Jun 24.

Abstract

Vitamin E (VE; (±)--tocopherol) is a potent antioxidant that plays a critical role in protecting cells from oxidative stress. However, its effectiveness is hindered by its susceptibility to oxidation during storage and poor absorption in the digestive system. Conventional stabilization methods often rely on chemical modifications or the excessive use of excipients, which can reduce VE's effectiveness. Therefore, a delivery system capable of preserving the antioxidant properties of VE without altering its chemical structure is essential. In this study, we develop an inclusion compound in which VE is encapsulated within the 1D nanochannels of 2,4,6-tris-(4-chlorophenoxy)-1,3,5-triazine (CLPOT), forming [(CLPOT)-(VE)]. These nanochannels physically isolate VE from environmental oxidizing agents to prevent oxidation. In addition, structural and thermal analyses, including powder and single-crystal X-ray diffraction, thermogravimetry-differential thermal analysis, and solution (H or C) and solid-state (C) nuclear magnetic resonance, confirm stable incorporation of VE into the CLPOT nanochannels consisting of periodical hexagonal CLPOT crystals without requiring chemical modification. Compared with conventional encapsulation techniques, this method provides enhanced protection by creating a confined and protective environment. These findings suggest that CLPOT-based systems offer a promising platform for stabilizing and delivering fat-soluble nutrients, such as VE.

摘要

维生素E(VE;(±)-生育酚)是一种强大的抗氧化剂,在保护细胞免受氧化应激方面发挥着关键作用。然而,其有效性受到储存期间易氧化以及在消化系统中吸收不良的阻碍。传统的稳定化方法通常依赖于化学修饰或过量使用辅料,这可能会降低VE的有效性。因此,一种能够在不改变其化学结构的情况下保留VE抗氧化特性的递送系统至关重要。在本研究中,我们开发了一种包合物,其中VE被包裹在2,4,6-三(4-氯苯氧基)-1,3,5-三嗪(CLPOT)的一维纳米通道内,形成[(CLPOT)-(VE)]。这些纳米通道将VE与环境中的氧化剂物理隔离以防止氧化。此外,包括粉末和单晶X射线衍射、热重-差热分析以及溶液(氢或碳)和固态(碳)核磁共振在内的结构和热分析证实,VE稳定地掺入由周期性六方CLPOT晶体组成的CLPOT纳米通道中,无需化学修饰。与传统的包封技术相比,该方法通过创建一个受限的保护环境提供了增强的保护。这些发现表明,基于CLPOT的系统为稳定和递送脂溶性营养素(如VE)提供了一个有前景的平台。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/6a24/12198999/fb07ca4117d3/ao5c02012_0001.jpg

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