Isolation of pyrrolocins A-C: Cis - And trans -decalin tetramic acid antibiotics from an endophytic fungal-derived pathway
Publication Date
8-1-2014
Document Type
Article
Publication Title
Journal of Natural Products
Abstract
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, 1-3 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 1-3 from the recombinant expression as well as the isolation of 1 from the wild-type fungus NRRL 50135.
First Page
2537
Last Page
2544
APA Citation
Jadulco, R.,
Koch, M.,
Kakule, T.,
Schmidt, E.,
Orendt, A.,
He, H.,
Janso, J.,
Carter, G.,
Larson, E.,
Pond, C.,
Matainaho, T.,
&
Barrows, L.
(8-1-2014).
Isolation of pyrrolocins A-C: Cis - And trans -decalin tetramic acid antibiotics from an endophytic fungal-derived pathway.
Faculty Research and Scholarly Works.
DOI:10.1021/np500617u