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基于生物自显影和质谱导向自动纯化系统从密蒙花中制备和纯化坎酮和 β-咔啉生物碱。

Preparation and purification of canthinone and β-carboline alkaloids from Picrasma quassioides based on bioautography and mass-spectrometry-directed autopurification system.

机构信息

The MOE Key Laboratory for Standardization of Chinese Medicines and The SATCM Key Laboratory for New Resources and Quality Evaluation of Chinese Medicines, Institute of Chinese Materia Medica, Shanghai University of Traditional Chinese Medicine, Shanghai, China.

Center for Chinese Medical Therapy and Systems Biology, Shanghai University of Traditional Chinese Medicine, Shanghai, China.

出版信息

J Sep Sci. 2018 Aug;41(15):3014-3021. doi: 10.1002/jssc.201800127. Epub 2018 Jul 3.

Abstract

Picrasma quassioides (D. Don) Benn. is a widely used traditional Chinese medicine for anti-inflammation and antibiosis. Canthinone and β-carboline alkaloids are the main characteristic constituents that possess diverse pharmacological effects, such as anti-inflammatory and anti-infectious properties. In this study, bioautography in thin-layer chromatography indicated that the antiradical activity compound may be alkaloids. Then, a simple, fast, and efficient method was established for the separation and purification of two types of alkaloids from P. quassioides by mass-spectrometry-directed autopurification system. Eight alkaloids were isolated and purified in this one-step methodology. Among them, five compounds (3, 95.1%, 58.8 mg; 4, 98.4%, 71.7 mg; 6, 97.8%, 365.4 mg; 7, 97.7%, 172.7 mg; 8, 98.2%, 180.3 mg) were obtained in large amounts with extremely high purities. Then, the antiradical activities of the isolates showed that 4-methoxy-5-hydroxycanthin-6-one (6) exhibited obvious 1,1-diphenyl-2-picryl-hydrazyl free radical scavenging activity with an IC value of 84.037 μM. This study offers a new method for the preparation of targeted bioactive alkaloids in P. quassioides. This work also provides a reference for the separation of other targeted chemical components with potential activities from traditional Chinese herbal medicines.

摘要

密花八角(D. Don)Benn. 是一种广泛使用的传统中药,具有抗炎和抗菌作用。卡亭酮和β-咔啉生物碱是其主要特征成分,具有多种药理作用,如抗炎和抗感染特性。在本研究中,生物自显影在薄层层析中表明,抗自由基活性化合物可能是生物碱。然后,建立了一种基于质谱导向自动纯化系统的从密花八角中分离和纯化两种类型生物碱的简单、快速、高效的方法。在这一步方法中分离和纯化了 8 种生物碱。其中,有 5 种化合物(3,95.1%,58.8mg;4,98.4%,71.7mg;6,97.8%,365.4mg;7,97.7%,172.7mg;8,98.2%,180.3mg)以极高的纯度大量获得。然后,分离物的抗自由基活性表明,4-甲氧基-5-羟基卡亭-6-酮(6)对 1,1-二苯基-2-苦基肼自由基具有明显的清除活性,IC 值为 84.037μM。本研究为密花八角中靶向生物活性生物碱的制备提供了一种新方法。这项工作也为从传统中药中分离具有潜在活性的其他靶向化学成分提供了参考。

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