Isolation of Pyrrolocins A鈥揅: cis- and trans-Decalin Tetramic Acid Antibiotics from an Endophytic Fungal-Derived Pathway
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- 作者：Raquel C. Jadulco ; Michael Koch ; Thomas B. Kakule ; Eric W. Schmidt ; Anita Orendt ; Haiyin He ; Jeffrey E. Janso ; Guy T. Carter ; Erica C. Larson ; Christopher Pond ; Teatulohi K. Matainaho ; Louis R. Barrows
- 刊名：Journal of Natural Products
- 出版年：2014
- 出版时间：November 26, 2014
- 年：2014
- 卷：77
- 期：11
- 页码：2537-2544
- 全文大小：354K
- ISSN：1520-6025
文摘
Three new decalin-type tetramic acid analogues, pyrrolocins A (1), B (2), and C (3), were defined as products of a metabolic pathway from a fern endophyte, NRRL 50135, from Papua New Guinea. NRRL 50135 initially produced 1 but ceased its production before chemical or biological evaluation could be completed. Upon transfer of the biosynthetic pathway to a model host, 1鈥?b>3 were produced. All three compounds are structurally related to equisetin-type compounds, with 1 and 3 having a trans-decalin ring system, while 2 has a cis-fused decalin. All were active against Mycobacterium tuberculosis, with the trans-decalin analogues 1 and 3 exhibiting lower MICs than the cis-decalin analogue 2. Here we report the isolation, structure elucidation, and antimycobacterial activities of 1鈥?b>3 from the recombinant expression as well as the isolation of 1 from the wild-type fungus NRRL 50135.