高速逆流色谱法从内生真菌 Berklesasmium sp. Dzf12 中制备性分离螺双萘类化合物。

Preparative separation of spirobisnaphthalenes from endophytic fungus Berkleasmium sp. Dzf12 by high-speed counter-current chromatography.

机构信息

MOA Key Laboratory of Plant Pathology, Department of Plant Pathology, College of Agronomy and Biotechnology, China Agricultural University, Beijing 100193, China.

出版信息

Molecules. 2013 Oct 16;18(10):12896-908. doi: 10.3390/molecules181012896.

DOI:10.3390/molecules181012896

PMID:24135943

原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC6270015/

Abstract

High-speed counter-current chromatography (HSCCC) was applied for the first time for the preparative separation of spirobisnaphthalenes from a crude extract of the endophytic fungus Berkleasmium sp. Dzf12, associated with the medicinal plant Dioscorea zingiberensis. Six spirobisnaphthalenes were successfully separated by HSCCC with a two-phase solvent system composed of n-hexane-chloroform-methanol-water (1.5:3.0:2.5:2.0, v/v). About 18.0 mg of diepoxin κ (1), 245.7 mg of palmarumycin C13 (2), 42.4 mg of palmarumycin C16 (3), 42.2 mg of palmarumycin C15 (4), 32.6 mg of diepoxin δ (5), and 22.3 mg of diepoxin γ (6) with purities of 56.82, 71.39, 76.57, 75.86, 91.01 and 82.48%, respectively, as determined by high-performance liquid chromatography (HPLC), were obtained from 500 mg of the crude extract in a one-step elution within 7 h of separation procedure by HSCCC. The purified spirobisnaphthalenes were further structurally characterized by means of physicochemical and spectrometric analysis.

摘要

高速逆流色谱（HSCCC）首次应用于从药用植物盾叶薯蓣内生真菌 Berklesasmium sp. Dzf12 的粗提取物中制备分离螺二萘并[2,1-b:1',2'-e]呋喃。采用正己烷-氯仿-甲醇-水（1.5:3.0:2.5:2.0，v/v）两相溶剂体系，通过 HSCCC 成功分离出 6 种螺二萘并[2,1-b:1',2'-e]呋喃。从 500mg 粗提物中，在 HSCCC 分离 7 小时内，一步洗脱，得到纯度分别为 56.82%、71.39%、76.57%、75.86%、91.01%和 82.48%的十八氧代κ 二环氧（1）、棕榈霉素 C13（2）、棕榈霉素 C16（3）、棕榈霉素 C15（4）、十八氧代δ 二环氧（5）和十八氧代γ 二环氧（6）18.0mg、245.7mg、42.4mg、42.2mg、32.6mg 和 22.3mg。采用高效液相色谱（HPLC）测定。通过物理化学和光谱分析进一步对纯化的螺二萘并[2,1-b:1',2'-e]呋喃进行了结构表征。