3-Hydroxypropionic Acid as an Antibacterial Agent from Endophytic Fungi Diaporthe phaseolorum
- 12 August 2012
- journal article
- research article
- Published by Springer Science and Business Media LLC in Current Microbiology
- Vol. 65 (5), 622-632
- https://doi.org/10.1007/s00284-012-0206-4
Abstract
Endophytic fungi are considered a rich source of active compounds resulting from their secondary metabolism. Fungi from marine environment grow in a habitat with unique conditions that can contribute to the activation of metabolic pathways of synthesis of different unknown molecules. The production of these compounds may support the adaptation and survival of the fungi in the marine ecosystem. Mangroves are ecosystems situated between land and sea. They are frequently found in tropical and subtropical areas and enclose approximately 18.1 million hectares of the planet. The great biodiversity found in these ecosystems shows the importance of researching them, including studies regarding new compounds derived from the endophytic fungi that inhabit these ecosystems. 3-hydroxypropionic acid (3-HPA) has been isolated from the mangrove endophytic fungus Diaporthe phaseolorum, which was obtained from branches of Laguncularia racemosa. The structure of this compound was elucidated by spectroscopic methods, mainly 1D and 2D NMR. In bioassays, 3-HPA showed antimicrobial activities against both Staphylococcus aureus and Salmonella typhi. The structure of this antibiotic was modified by the chemical reaction of Fischer-Speier esterification to evaluate the biologic activity of its chemical analog. The esterified product, 3-hydroxypropanoic ethyl ester, did not exhibit antibiotic activity, suggesting that the free carboxylic acid group is important to the pharmacological activity. The antibiotic-producing strain was identified with internal transcribed spacer sequence data. To the best of our knowledge, this is the first report of antibacterial activity by 3-HPA against the growth of medically important pathogens.Keywords
This publication has 63 references indexed in Scilit:
- Metabolome and Transcriptome of the Interaction between Ustilago maydis and Fusarium verticillioides In VitroApplied and Environmental Microbiology, 2012
- In vitro interactions between Fusarium verticillioides and Ustilago maydis through real-time PCR and metabolic profilingFungal Genetics and Biology, 2011
- Clinical experience with daptomycin in Europe: the first 2.5 yearsJournal of Antimicrobial Chemotherapy, 2011
- Natural products from semi-mangrove flora: source, chemistry and bioactivitiesNatural Product Reports, 2008
- High-throughput sequencing provides insights into genome variation and evolution in Salmonella TyphiNature Genetics, 2008
- Bisanthraquinone Metabolites Produced by the Endophytic Fungus Diaporthe sp.CHEMICAL & PHARMACEUTICAL BULLETIN, 2006
- Antimycobacterial pimarane diterpenes from the Fungus Diaporthe sp.Bioorganic & Medicinal Chemistry Letters, 2003
- Basic local alignment search toolJournal of Molecular Biology, 1990
- Rapid preparation of DNA from filamentous fungiLetters in Applied Microbiology, 1985
- Symptomless Infection, Persistence, and Production of Pycnidia in Host and Non-Host Plants by Phomopsis batatae, Phomopsis phaseoli, and Phomopsis sojae, and the Taxonomic ImplicationsMycologia, 1984