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金雀花碱类抗皮肤真菌生物碱来自金雀花亚种金雀花(Aiton)Benth。

Antidermatophytic quinolizidine alkaloids from Calpurnia aurea subsp. aurea (Aiton) Benth.

机构信息

Department of Chemistry, Faculty of Sciences, Egerton University, P.O. Box 536, Egerton 20115, Kenya; Department of Biochemistry and Molecular Biology, Faculty of Sciences, Egerton University, P.O. Box 536, Egerton 20115, Kenya; Department of Microbial Drugs, Helmholtz Centre for Infection Research, Braunschweig 38124, Germany; Institute of Microbiology of the Czech Academy of Sciences, VIDENSKA 1083, PRAHA 4, 142 00, Czech Republic.

Department of Biochemistry and Molecular Biology, Faculty of Sciences, Egerton University, P.O. Box 536, Egerton 20115, Kenya.

出版信息

Fitoterapia. 2023 Dec;171:105698. doi: 10.1016/j.fitote.2023.105698. Epub 2023 Oct 5.

DOI:10.1016/j.fitote.2023.105698
PMID:37802229
Abstract

From the leaves and stem bark of the Kenyan medicinal plant Calpurnia aurea subsp. aurea, four previously undescribed quinolizidine alkaloids namely, 2β-methoxy-13α-O-(2'-pyrrolylcarbonyl) virgiline, 2α-methoxy-13β-O-(2'-pyrrolylcarbonyl) virgiline, 3α-O-angelate-2β-hydroxy-13α-O-(2'-pyrrolylcarbonyl) virgiline, 2,3-dehydro-virgiline were isolated together with four known ones. Structural elucidation of the compounds was based on 1D and 2D NMR spectroscopy and mass spectrometry. Their relative configurations were determined by NOESY correlations and literature. The quinolizidine alkaloids were tested against Trichophyton rubrum, Trichophyton interdigitale, Trichophyton benhamiae, Microsporum canis and Nannizzia gypsea, common causative agents of most of the tinea infections in human. All the isolated quinolizidine alkaloids exhibited antidermatophytic activity with MIC ranging from 37.5 μg/ml to 300 μg/ml.

摘要

从肯尼亚药用植物 Calpurnia aurea subsp. aurea 的叶子和茎皮中,分离得到了四个以前未描述过的喹诺利啶生物碱,分别为 2β-甲氧基-13α-O-(2'-吡咯羰基)维里定、2α-甲氧基-13β-O-(2'-吡咯羰基)维里定、3α-O-当归酸酯-2β-羟基-13α-O-(2'-吡咯羰基)维里定和 2,3-脱氢维里定。这些化合物的结构鉴定基于 1D 和 2D NMR 光谱和质谱。通过 NOESY 相关和文献确定了它们的相对构型。这些喹诺利啶生物碱对引起大多数人类癣感染的常见病原体红色毛癣菌、指间毛癣菌、须癣毛癣菌、犬小孢子菌和海生小孢子菌进行了抗真菌活性测试。所有分离得到的喹诺利啶生物碱均表现出抗皮肤真菌活性,MIC 范围为 37.5μg/ml 至 300μg/ml。

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