Proanthocyanidin Tetramers and Pentamers from Cinnamomum verum Bark and Their Dentin Biomodification Bioactivities.
Proanthocyanidin Tetramers and Pentamers from Cinnamomum verum Bark and Their Dentin Biomodification Bioactivities.
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DOI：
10.1021/acs.jnatprod.1c00972
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发表时间：
2022-02-25
影响因子：
5.1
通讯作者：
Pauli GF
中科院分区：
文献类型：
--
作者：
Jing SX;Alania Y;Reis M;McAlpine JB;Chen SN;Bedran-Russo AK;Pauli GF
为了进一步探索原花青素（PAC）与牙本质生物改性能力的结构-活性关系（SAR），选择肉桂（Cinnamomum verum）用于放大纯化混合A-/B-型、中等大小的PAC寡聚物。通过离心分配色谱法（CPC）、Sephadex LH-20和半制备型HPLC色谱法的顺序纯化产生四种未衍生化的四聚体（5-8）和两种五聚体（9-10）PAC。它们明确的结构表征涉及广泛的光谱和化学降解方法，以表明表儿茶素单元通过植物特异性的双连接A-和单连接B-型interflavanyl键的组合连接。生物力学性能（通过动态力学分析）和物理化学结构（通过红外光谱）进行了评估，以评价生物改性的效力PAC处理的胶原蛋白在临床前牙本质模型。本研究表明，PAC中的（4→8）和（4→6）键对牙本质生物力学结果的影响有限。与对照组相比，经处理的牙本质的复合模量增加了25倍，发现七叶单宁E（5）是迄今为止已知的在该临床前模型中增强牙本质机械性能的最有效的PAC。
To enable the further exploration of structure-activity relationships (SARs) of proanthocyanidins (PACs) with dentin biomodification abilities, Cinnamomum verum was selected for scaled-up purification of mixed A-/B-type, medium-size PAC oligomers. Sequential purification by centrifugal partition chromatography (CPC), Sephadex LH-20, and semi-prep HPLC chromatography yielded four underivatized tetrameric (5–8) and two pentameric (9–10) PACs. Their unambiguous structural characterization involved extensive spectral and chemical degradation approaches to show that epicatechin units are connected by plant-specific combinations of doubly-linked A- and singly-linked B-type interflavanyl linkages. The biomechanical properties (via dynamic mechanical analysis) and physico-chemical structure (via infrared spectroscopy) were assessed to evaluate the biomodification potency of PAC-treated collagen in a pre-clinical dentin model. This study revealed that (4→8) vs. (4→6) bonds in PAC interflavan linkages have limited influence on biomechanical outcomes of dentin. By exhibiting a 25-fold increase in the complex modulus of treated dentin compared to control, aesculitannin E (5) was found to be the most potent PAC known to date for enhancing the mechanical properties of dentin in this preclinical model.
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影响因子：
5.1
作者：
Phansalkar, Rasika S.;Nam, Joo-Won;Pauli, Guido F.
通讯作者：
Pauli, Guido F.
蛋白酶蛋白块阵列（PACBAR），用于全面捕获和描绘原蛋白素结构。
影响因子：
6.1
作者：
Jing S;Zeller WE;Ferreira D;Zhou B;Nam JW;Bedran-Russo A;Chen SN;Pauli GF
通讯作者：
Pauli GF
DOI：
10.1016/j.dental.2020.09.014
发表时间：
2020-12
期刊：
Dental materials : official publication of the Academy of Dental Materials
影响因子：
--
作者：
Alania Y;Reis MCD;Nam JW;Phansalkar RS;McAlpine J;Chen SN;Pauli GF;Bedran-Russo AK
通讯作者：
Bedran-Russo AK
影响因子：
5
作者：
Bedran-Russo, Ana K.;Pauli, Guido F.;Chen, Shao-Nong;McAlpine, James;Castellan, Carina S.;Phansalkar, Rasika S.;Aguiar, Thaiane R.;Vidal, Cristina M. P.;Napotilano, Jose G.;Nam, Joo-Won;Leme, Ariene A.
通讯作者：
Leme, Ariene A.
DOI：
10.1021/acs.joc.6b02161
发表时间：
2017-02-03
期刊：
The Journal of organic chemistry
影响因子：
--
作者：
Nam JW;Phansalkar RS;Lankin DC;McAlpine JB;Leme-Kraus AA;Vidal CM;Gan LS;Bedran-Russo A;Chen SN;Pauli GF
通讯作者：
Pauli GF