NMR analysis, cytotoxic activity and theoretical study of a complex between SRPIN340 and p-sulfonic acid calix[6]arene.

IF 3.2 4区医学 Q3 CHEMISTRY, MEDICINAL

Future medicinal chemistry Pub Date : 2024-08-02 Epub Date: 2024-07-01 DOI:10.1080/17568919.2024.2366690

Lívia Cristina de Souza Viol, Natália Aparecida Liberto Silva, Cristiane Isaac Cerceau, Marcus Vinícius de Andrade Barros, Raoni Pais Siqueira, Victor Hugo Sousa Gonçalves, Gustavo Costa Bressan, Sergio Antonio Fernandes, Elson Santiago Alvarenga, Róbson Ricardo Teixeira

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引用次数: 0

Abstract

Aim: This study aimed to enhance the aqueous dissolution of SRPK inhibitor N-(2-(piperidin-1-yl)-5-(trifluoromethyl)phenyl)isonicotinamide (SRPIN340).Materials & Methods: A complex with p-sulfonic calix[6]arene (Host) and SRPIN340 (Guest) was prepared, studied via ¹H nuclear magnetic resonance (NMR) and theoretical calculations and biologically evaluated on cancer cell lines.Results & conclusion: The 1:1 host (H)/guest (G) complex significantly enhanced the aqueous dissolution of SRPIN340, achieving 64.8% water solubility as determined by ¹H NMR quantification analysis. The H/G complex reduced cell viability by 75% for HL60, ∼50% for Nalm6 and Jurkat, and ∼30% for B16F10 cells. It exhibited greater cytotoxicity than free SRPIN340 against Jurkat and B16F10 cells. Theoretical studies indicated hydrogen bond stabilization of the complex, suggesting broader applicability of SRPIN340 across diverse biological systems.

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SRPIN340 与对磺酸钙[6]炔复合物的核磁共振分析、细胞毒性活性和理论研究。

目的：本研究旨在提高 SRPK 抑制剂 N-(2-(哌啶-1-基)-5-(三氟甲基)苯基)异烟酰胺（SRPIN340）的水溶解度。材料与方法：制备对磺酰基钙[6]炔（Host）和 SRPIN340（Guest）的复合物，通过 1H 核磁共振（NMR）和理论计算进行研究，并在癌细胞系上进行生物评估。结果与结论：通过 1H 核磁共振定量分析，1:1 的宿主（H）/客体（G）复合物显著提高了 SRPIN340 的水溶性，水溶性达到 64.8%。H/G 复合物可使 HL60 细胞的存活率降低 75%，使 Nalm6 和 Jurkat 细胞的存活率降低 50%，使 B16F10 细胞的存活率降低 30%。与游离的 SRPIN340 相比，它对 Jurkat 和 B16F10 细胞的细胞毒性更大。理论研究表明该复合物具有氢键稳定性，这表明SRPIN340可广泛应用于各种生物系统。

本文章由计算机程序翻译，如有差异，请以英文原文为准。

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来源期刊

Future medicinal chemistry CHEMISTRY, MEDICINAL-

CiteScore

5.80

自引率

2.40%

发文量

118

审稿时长

4-8 weeks

期刊介绍： Future Medicinal Chemistry offers a forum for the rapid publication of original research and critical reviews of the latest milestones in the field. Strong emphasis is placed on ensuring that the journal stimulates awareness of issues that are anticipated to play an increasingly central role in influencing the future direction of pharmaceutical chemistry. Where relevant, contributions are also actively encouraged on areas as diverse as biotechnology, enzymology, green chemistry, genomics, immunology, materials science, neglected diseases and orphan drugs, pharmacogenomics, proteomics and toxicology.