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来自朱红密孔菌的吩恶嗪生物碱的高效液相色谱和核磁共振研究。

HPLC and NMR studies of phenoxazone alkaloids from Pycnoporus cinnabarinus.

作者信息

Dias Daniel A, Urban Sylvia

机构信息

School of Applied Sciences (Discipline of Applied Chemistry), RMIT University, GPO Box 2476V Melbourne 3001, Victoria, Australia.

出版信息

Nat Prod Commun. 2009 Apr;4(4):489-98.

PMID:19475991
Abstract

Crude extracts of the red-orange, bracket fungus Pycnoporus cinnabarinus, collected from five distinct Australian localities were subjected to a chemical and biological profiling study. Subsequent detailed investigation of two of these specimens resulted in the isolation of the new phenoxazone alkaloid, pycnoporin (8), together with cinnabarin (1), tramesanguin (2), and cinnabarinic acid (3). Ergosterol peroxide (11) was also identified from one of the specimens studied. Compounds 1-3 and 8 were elucidated by detailed spectroscopic analyzes, which included the application of elevated temperature-controlled NMR experiments. In addition to the isolation and characterization of 8, this study describes the first successful HPLC purification strategy and complete 2D NMR spectroscopic characterization of compounds 1-3. Also reported are the antioxidant and antiinflammatory activities of the crude extracts of one of the P. cinnabarinus specimens. Compounds 1-3, 8 and 11 displayed varying degrees of antitumor activity while ergosterol peroxide (11) also showed slight antimicrobial and antiviral activities. This is the first report documenting the significant antitumor activity of cinnabarin (1).

摘要

从澳大利亚五个不同地点采集的红橙色多孔菌——朱红密孔菌的粗提物,进行了化学和生物学分析研究。随后对其中两个样本进行了详细调查,从中分离出了新的吩恶嗪生物碱——密孔菌素(8),以及朱红菌素(1)、血痕菌素(2)和朱红菌酸(3)。还从所研究的一个样本中鉴定出了过氧化麦角甾醇(11)。通过详细的光谱分析对化合物1 - 3和8进行了结构解析,其中包括应用高温控制的核磁共振实验。除了对8进行分离和表征外,本研究还描述了首个成功的高效液相色谱纯化策略以及化合物1 - 3完整的二维核磁共振光谱表征。同时还报道了其中一个朱红密孔菌样本粗提物的抗氧化和抗炎活性。化合物1 - 3、8和11表现出不同程度的抗肿瘤活性,而过氧化麦角甾醇(11)也显示出轻微的抗菌和抗病毒活性。这是首次报道朱红菌素(1)具有显著抗肿瘤活性的研究。

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