Pseudotrienic Acids A and B, Two Bioactive Metabolites from Pseudomonas sp. MF381-IODS
- 1 September 2005
- journal article
- research article
- Published by American Chemical Society (ACS) in Journal of Natural Products
- Vol. 68 (9), 1380-1385
- https://doi.org/10.1021/np050243a
Abstract
Bioassay-guided fractionation of the liquid culture broth of Pseudomonas sp. MF381-IODS yielded two new antimicrobial substances, identified as (2E,4E,6E)-9-[((2S,3R)-3-hydroxy-4-{[(3E,5E,7RS)-7-hydroxy-4-methylhexadeca-3,5-dienoyl]amino}-2-methylbutanoyl)amino]nona-2,4,6-trienoic acid and the tetradeca equivalent, named pseudotrienic acids A (1) and B (2), respectively. The compounds are prone to lactone formation, and their structures suggest them to be derived from ring opening of a macrolide. Pseudotrienic acids A and B inhibited growth of Staphylococcus aureus (MIC 70 μg/mL) and Pseudomonassyringae pv. syringae (MIC 70 μg/mL). Two known antimicrobial compounds, the polyketide 2,3-deepoxy-2,3-didehydrorhizoxin (3) and the tryptophan-derived pyrrolnitrin (4), were also identified.Keywords
This publication has 15 references indexed in Scilit:
- The Migrastatin Family: Discovery of Potent Cell Migration Inhibitors by Chemical SynthesisJournal of the American Chemical Society, 2004
- Synthesis of Bistramide AJournal of the American Chemical Society, 2004
- Low-Temperature Isolation of Disease-Suppressive Bacteria and Characterization of a Distinctive Group of PseudomonadsApplied and Environmental Microbiology, 2003
- Suppression of wheat‐seedling diseases caused by Fusarium culmorum and Microdochium nivale using bacterial seed treatmentPlant Pathology, 2003
- Suppression of Sclerotinia sclerotiorum apothecial formation by the soil bacterium Serratia plymuthica: identification of a chlorinated macrolide as one of the causal agentsSoil Biology and Biochemistry, 2001
- Bistramides A, B, C, D, and K: A New Class of Bioactive Cyclic Polyethers from Lissoclinum bistratumJournal of Natural Products, 1994
- Determination of absolute configurations of 2- and 3-hydroxy fatty acids in organic dust by gas chromatography-mass spectrometryJournal of Microbiological Methods, 1994
- Metabolites of Pseudomonas involved in the biocontrol of plant diseaseTrends in Biotechnology, 1994
- Efficient .alpha.-halogenation of acyl chlorides by N-bromosuccinimide, N-chlorosuccinimide, and molecular iodineThe Journal of Organic Chemistry, 1975
- The Aerobic Pseudomonads a Taxonomic StudyJournal of General Microbiology, 1966