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源自天然生物分子的生物医学用纳米颗粒:单宁酸和精氨酸。

Nanoparticles for Biomedical Use Derived from Natural Biomolecules: Tannic Acid and Arginine.

作者信息

Sahiner Mehtap, Suner Selin S, Sahiner Nurettin

机构信息

Department of Bioengineering, Faculty of Engineering, Canakkale Onsekiz Mart University, Terzioglu Campus, Canakkale 17199, Turkey.

Department of Chemistry, Faculty of Sciences, Canakkale Onsekiz Mart University, Terzioglu Campus, Canakkale 17100, Turkey.

出版信息

Biomedicines. 2025 Jan 16;13(1):209. doi: 10.3390/biomedicines13010209.

Abstract

: Tannic acid (TA) is a well-known natural phenolic acid composed of ten gallic acids linked to each other with ester bonding possessing excellent antioxidant properties in addition to antimicrobial and anticancer characteristics. Arginine (ARG) is a positively charged amino acid at physiological pH because of nitrogen-rich side chain. : Here, poly(tannic acid-co-arginine) (p(TA-co-ARG)) particles at three mole ratios, TA:ARG = 1:1, 1:2, and 1:3, were prepared via a Mannich condensation reaction between TA and ARG by utilizing formaldehyde as a linking agent. : The p(TA-co-ARG) particles in 300-1000 nm size range with smooth surfaces visualized via SEM analysis were attained. Abundant numbers of functional groups, -OH, -NH, and -COOH stemming from TA and ARG constituent confirmed by FT-IR analysis. The isoelectric point (IEP) of the particles increased from pH 4.98 to pH 7.30 by increasing the ARG ratios in p(TA-co-ARG) particles. The antioxidant capacity of p(TA-co-ARG) particles via gallic acid (GA) and rosmarinic acid (RA) equivalents tests revealed that particles possess concentration-dependent antioxidant potency and increased by TA content. The α-glucosidase inhibition of p(TA-co-ARG) particles (2 mg/mL) 1:1 and 1:2 mole ratios revealed significant enzyme inhibition ability, e.g., 91.3 ± 3.1% and 77.6 ± 12.0%. Interestingly, p(TA-co-ARG) (1:3 ratio) possessed significant antibacterial effectiveness against (ATCC 8739) and (ATCC 6538) bacteria. Furthermore, all p(TA-co-ARG) particles at 1000 mg/mL concentration showed >80% toxicity on L929 fibroblast cells and increased as ARG content of p(TA-co-ARG) particles is increased. : p(TA-co-ARG) showed significant potential as natural biomaterials for biomedical use.

摘要

单宁酸(TA)是一种著名的天然酚酸,由十个没食子酸通过酯键相互连接而成,除了具有抗菌和抗癌特性外,还具有出色的抗氧化性能。精氨酸(ARG)在生理pH值下是带正电荷的氨基酸,因为其侧链富含氮。在此,通过以甲醛作为连接剂,使TA和ARG之间发生曼尼希缩合反应,制备了三种摩尔比(TA:ARG = 1:1、1:2和1:3)的聚(单宁酸 - 共 - 精氨酸)(p(TA - co - ARG))颗粒。通过扫描电子显微镜(SEM)分析得到了尺寸范围在300 - 1000 nm且表面光滑的p(TA - co - ARG)颗粒。傅里叶变换红外光谱(FT - IR)分析证实了源自TA和ARG成分的大量官能团,如 -OH、-NH和 -COOH。通过增加p(TA - co - ARG)颗粒中ARG的比例,颗粒的等电点(IEP)从pH 4.98增加到pH 7.30。通过没食子酸(GA)和迷迭香酸(RA)当量测试,p(TA - co - ARG)颗粒的抗氧化能力表明,颗粒具有浓度依赖性的抗氧化效力,并且随着TA含量的增加而增强。p(TA - co - ARG)颗粒(2 mg/mL)1:1和1:2摩尔比的α - 葡萄糖苷酶抑制作用显示出显著的酶抑制能力,例如91.3 ± 3.1%和77.6 ± 12.0%。有趣的是,p(TA - co - ARG)(1:3比例)对金黄色葡萄球菌(ATCC 8739)和大肠杆菌(ATCC 6538)具有显著的抗菌效果。此外,所有浓度为1000 mg/mL的p(TA - co - ARG)颗粒对L929成纤维细胞显示出>80%的毒性,并且随着p(TA - co - ARG)颗粒中ARG含量的增加而增加。p(TA - co - ARG)作为生物医学用途的天然生物材料显示出显著的潜力。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/fd22/11762816/0a26e937e3e1/biomedicines-13-00209-g001.jpg

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