Centrifugal partition chromatography: A preparative tool for isolation and purification of xylindein from Chiorociboria aeruginosa
Centrifugal partition chromatography: A preparative tool for isolation and purification of xylindein from Chiorociboria aeruginosa
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DOI：
10.1016/j.chroma.2016.11.026
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发表时间：
2016-12-23
影响因子：
4.1
通讯作者：
Remcho, Vincent T.
中科院分区：
文献类型：
--
作者：
Boonloed, Anukul;Weber, Genevieve L.;Remcho, Vincent T.
开发了一种离心分配色谱 (CPC) 方法，用于从木材染色真菌 Chiorociboria aeruginosa 中制备级分离和纯化木糖醛。 Xylindein是一种由真菌菌丝和子实体自然分泌的蓝绿色颜料，在装饰木材工业和纺织品着色中具有巨大的价值。 Xylindein 作为荧光标记剂以及有机半导体应用具有巨大的潜力。然而，xylindein 的一个主要限制是其在大多数常见 HPLC 溶剂中的溶解度较差。因此，使用制备型液相色谱或固相萃取 (SPE) 进行纯化非常困难。无支撑物液-液色谱方法，包括 CPC，根据两种不混溶溶剂系统之间的不同分配系数 (K-D) 来分离溶质，是制备级纯化化合物的有前途的替代方法。在这项工作中，开发了一种适合 CPC 分离 xylindein 的新型双相溶剂系统。评估了不同组溶剂作为木茚萃取剂的适用性。开发了一种由庚烷/THF/MEK/乙腈/乙酸/水组成的适用于CPC分离xylindein的新型溶剂体系。通过 HPLC 测定，该溶剂系统产生的木茚啶的 KD 值为 1.54 +/- 0.04 (n = 3)。通过异核单量子相关(HSQC) NMR和质子NMR测定了溶剂体系的上相和下相的组成。配备馏分收集器的 CPC 系统用于从粗提物中分离木糖苷。然后使用 HPLC 分析由 CPC 分离的木糖苷组分并以分形图的形式呈现。根据 CPC 分形图，经过 30 分钟的 CPC 分离时间后，获得了纯化的木茚醛馏分，提取效率为 71%。开发的 CPC 方法允许以适合进一步研究的量分离这种天然来源的 xylindein。 (C) 2016 Elsevier B.V. 保留所有权利。
A centrifugal partition chromatography (CPC) method was developed for the preparative-scale isolation and purification of xylindein from the wood-staining fungi, Chiorociboria aeruginosa. Xylindein, a blue-green pigment naturally secreted from the hyphae and fruiting bodies of the fungus, has great value in the decorative wood industry and textile coloration. Xylindein has great potential for use as a fluorescent labeling agent as well as in organic semiconductor applications. However, a primary limitation of xylindein is its poor solubility in most common HPLC solvents. Consequently, it is arduous to purify using preparative liquid chromatography or solid-phase extraction (SPE). Support-free, liquid-liquid chromatographic methods, including CPC, where solutes are separated based on their different distribution coefficients (K-D) between two immiscible solvent systems, are promising alternatives for the purification of the compound on a preparative scale. In this work, a new biphasic solvent system suitable for CPC separation of xylindein was developed. Various groups of solvents were assessed for their suitability as xylindein extractants. A new solvent system suitable for CPC separation of xylindein, composed of heptane/THF/MEK/acetonitrile/acetic acid/water, was developed. This solvent system yielded a KD value for xylindein of 1.54 +/- 0.04, as determined by HPLC (n =3). The compositions of the upper phase and lower phase of the solvent system were determined by Heteronuclear Single Quantum Correlation (HSQC) NMR and proton NMR. A CPC system, equipped with a fraction collector, was used for the isolation of xylindein from crude extracts. The xylindein fractions isolated by the CPC were then analyzed using HPLC and presented as a fractogram. Based on the CPC fractogram, the purified xylindein fractions were achieved after 30 min CPC separation time, yielding 71% extraction efficiency. The developed CPC method allowed for isolation of this naturally sourced xylindein in amounts suitable for further study. (C) 2016 Elsevier B.V. All rights reserved.