Methacrylate-functionalized proanthocyanidins as novel polymerizable collagen cross-linkers - Part 1: Efficacy in dentin collagen bio-stabilization and cross-linking.

Methacrylate-functionalized proanthocyanidins as novel polymerizable collagen cross-linkers - Part 1: Efficacy in dentin collagen bio-stabilization and cross-linking.
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DOI:
10.1016/j.dental.2021.04.006
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发表时间:
2021-07
期刊:
Dental materials : official publication of the Academy of Dental Materials
影响因子:
--
通讯作者:
Wang Y
Wang Y
中科院分区:
其他
文献类型:
--
作者:
Hass V;Li Y;Wang R;Nguyen D;Peng Z;Wang Y

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本研究旨在探讨甲基丙烯酸酯功能化原花青素(MAPAs)对牙本质胶原蛋白抗酶降解生物稳定性和交联能力的影响。通过改变甲基丙烯酸酯(MA)与原花色素(PA)的进料比为1:2、1:1和2:1来合成三种MAPA,以分别获得MAPA-1、MAPA-2和MAPA-3。采用核磁共振氢谱(1H NMR)和傅里叶变换红外光谱(FTIR)对3种MAPA进行了结构表征。从第三磨牙的牙本质板中显微切片5 μ m厚的牙本质膜。在脱矿物质之后,用在乙醇中的1%MAPAs或PA处理膜或板30秒。胶原蛋白生物稳定性对酶降解进行了分析的重量损失(WL)和羟脯氨酸释放(HYP)的薄膜,以及扫描电子显微镜(SEM)上的牙本质板。用FTIR研究了MAPA的交联能力及其与胶原的相互作用。采用方差分析和Tukey检验(α = 0.05%)对数据进行分析。MA:PA进料比例影响MAPA的化学结构,这反过来导致不同的胶原蛋白稳定功效对抗降解和不同的胶原蛋白交联能力。使用MAPA-1检测到更高的胶原稳定功效(WL 10.52%; HYP 13.53 μg/mg)和MAPA-2(WL 5.99%; HYP 11.02 μg/mg),与PA相当(WL 8.79%; HYP 13.17 μg/mg)(p > 0.05),而在MAPA-3中发生较低的胶原稳定性(WL 38.48%; HYP 29.49 μg/mg),表明过度MA-官能化将损害其稳定功效。相比之下,未处理的胶原蛋白检测到完全消化(WL 100%; HYP 102.76 μg/mg)。上述结果与SEM和FTIR所揭示的三种MAPA的胶原交联效果一致。合成了一类新型的可聚合胶原交联剂MAPAs,并表明,当应用适当的MA:PA比例时,所得MAPAs可以赋予高的胶原稳定性和与树脂单体共聚的能力,克服PA的缺点。这些新的可聚合交联剂,当包含在粘合剂中时,可以导致持久的牙本质粘合。
The aim of the study was to investigate the effects of methacrylate-functionalized proanthocyanidins (MAPAs) on dentin collagen’s bio-stabilization against enzymatic degradation and crosslinking capability. Three MAPAs were synthesized via varying methacrylate (MA) to proanthocyanidins (PA) feeding ratios of 1:2, 1:1, and 2:1 to obtain MAPA-1, MAPA-2, and MAPA-3, respectively. The three MAPAs were structurally characterized by proton nuclear magnetic resonance (1H NMR) and Fourier transform infrared (FTIR) spectroscopic methods. 5-μm-thick dentin films were microtomed from dentin slabs of third molars. Following demineralization, films or slabs were treated with 1% MAPAs or PA in ethanol for 30 s. Collagen bio-stabilization against enzymatic degradation was analyzed by weight loss (WL) and hydroxyproline release (HYP) of films, as well as scanning electron microscopy (SEM) on dentin slabs. Crosslinking capacity and interactions of MAPAs with collagen were investigated by FTIR. Data were analyzed by ANOVA and Tukey’s test (α = 0.05%). MA:PA feeding ratios affected MAPAs’ chemical structures which in turn led to different collagen stabilization efficacy against degradation and varied collagen crosslinking capabilities. Higher collagen stabilization efficacy was detected using MAPA-1 (WL 10.52%; HYP 13.53 μg/mg) and MAPA-2 (WL 5.99%; HYP 11.02 μg/mg), which was comparable to that using PA (WL 8.79%; HYP 13.17 μg/mg) (p > 0.05), while a lower collagen stability occurred in MAPA-3 (WL 38.48%; HYP 29.49 μg/mg), indicating over MA-functionalization would compromise its stabilization efficacy. In comparison, complete digestion was detected for untreated collagen (WL 100%; HYP 102.76 μg/mg). The above results were consistent with collagen crosslinking efficacy of the three MAPAs revealed by SEM and FTIR. A new class of novel polymerizable collagen cross-linkers MAPAs was synthesized and shown that, when appropriate MA:PA ratios were applied, the resulting MAPAs could render high collagen stability and the ability to copolymerize with resin monomers, overcoming the drawbacks of PA. These new polymerizable crosslinkers, when included in adhesives, could lead to long-lasting dentin bonding.
DOI: 10.1016/j.jmbbm.2011.05.003
发表时间: 2011-10
影响因子: 3.9
作者:
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发表时间: 2013-08-01
影响因子: 7.6
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期刊: DENTAL MATERIALS
影响因子: 5
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