Bioactive Polycyclic Tetramate Macrolactams from Lysobacter enzymogenes and Their Absolute Configurations by Theoretical ECD Calculations

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• 作者：Liangxiong Xu ; Ping Wu ; Stephen J. Wright ; Liangcheng Du ; Xiaoyi Wei
• 刊名：Journal of Natural Products
• 出版年：2015
• 出版时间：August 28, 2015
• 年：2015
• 卷：78
• 期：8
• 页码：1841-1847
• 全文大小：459K
• ISSN：1520-6025

文摘

Two new polycyclic tetramate macrolactams, lysobacteramides A (1) and B (2), together with HSAF (heat-stable antifungal factor, 3), 3-dehydroxy HSAF (4), and alteramide A (5) were isolated from a culture of Lysobacter enzymogenes C3 in nutrient yeast glycerol medium. Their structures were determined by MS and extensive NMR analysis. The absolute configurations of 1鈥?b>5 were assigned by theoretical calculations of their ECD spectra. Although HSAF and analogues were reported from several microorganisms, their absolute configurations had not been established. The isolation and the absolute configurations of these compounds revealed new insights into the biosynthetic mechanism for formation of the polycycles. Compounds 1鈥?b>4 exhibited cytotoxic activity against human carcinoma A549, HepG2, and MCF-7 cells with IC₅₀ values ranging from 0.26 to 10.3 渭M. Compounds 2 and 3 showed antifungal activity against Fusarium verticillioides with IC₅₀ value of 47.9 and 6.90 渭g/mL, respectively.