Back to Search
Start Over
Isolation of pyrrolocins A-C: cis- and trans-decalin tetramic acid antibiotics from an endophytic fungal-derived pathway.
- Source :
-
Journal of natural products [J Nat Prod] 2014 Nov 26; Vol. 77 (11), pp. 2537-44. Date of Electronic Publication: 2014 Oct 29. - Publication Year :
- 2014
-
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.
- Subjects :
- Anti-Bacterial Agents chemistry
Bacillus subtilis drug effects
Microbial Sensitivity Tests
Models, Molecular
Molecular Structure
Mycobacterium tuberculosis drug effects
Naphthalenes chemistry
Nuclear Magnetic Resonance, Biomolecular
Papua New Guinea
Pyrrolidinones chemistry
Staphylococcus aureus drug effects
Stereoisomerism
Streptococcus pneumoniae drug effects
Tetrahydronaphthalenes chemistry
Anti-Bacterial Agents isolation & purification
Anti-Bacterial Agents pharmacology
Endophytes chemistry
Ferns microbiology
Pyrrolidinones isolation & purification
Pyrrolidinones pharmacology
Subjects
Details
- Language :
- English
- ISSN :
- 1520-6025
- Volume :
- 77
- Issue :
- 11
- Database :
- MEDLINE
- Journal :
- Journal of natural products
- Publication Type :
- Academic Journal
- Accession number :
- 25351193
- Full Text :
- https://doi.org/10.1021/np500617u