Antibacterial Drimane Sesquiterpenes from Aspergillus ustus

Antibacterial Drimane Sesquiterpenes from Aspergillus ustus
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DOI:
10.1021/acs.jnatprod.0c00910
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发表时间:
2021-01-22
影响因子:
5.1
通讯作者:
Loesgen, Sandra
Loesgen, Sandra
中科院分区:
生物学2区
文献类型:
--
作者:
Neuhaus, George F.;Loesgen, Sandra

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通过生物活性导向分离得到5个新的杜氏倍半萜,分别命名为Ustusse A、UstusoleF和G,以及Ustusoic A和B,1-5。这些真菌萜类化合物的结构鉴定依赖于一维和二维核磁共振技术、高分辨率质谱学和手性。它们的相对构型由核磁共振方法确定,而绝对构型由计算的和实验的核磁共振化学位移和电子捕获光谱的对比分析确定。倍半萜对临床相关的抗万古霉素的粪肠球菌和多药耐药的金黄色葡萄球菌显示出较弱的活性,但当加入等量的斯特米霉素(6)时,5的活性显著增强。
Bioactivity-guided isolation of Aspergillus ustus led to the discovery of five new drimane sesquiterpenes, named ustusal A, ustusolate F and G, and ustusoic acid A and B, 1-5 respectively. Structural elucidation of these fungal terpenes relied on 1D and 2D NMR techniques, high-resolution mass spectrometry, and chiroptical properties. Their relative configurations were determined by NMR methods, while the absolute configurations were established using comparative analyses of computed and experimental NMR chemical shifts and ECD spectra. The sesquiterpenes exhibited weak activity against the clinically relevant pathogens vancomycin-resistant Enterococcus faecium and multidrug-resistant Staphylococcus aureus; however, the activity of 5 was drastically enhanced when equal amounts of stromemycin (6), a known metabolite coisolated from the same fraction from A. ustus, was added.