γ-Butenolide and furanone derivatives from the soil-derived fungus Aspergillus sclerotiorum PSU-RSPG178
- PMID: 28228227
- DOI: 10.1016/j.phytochem.2017.02.008
γ-Butenolide and furanone derivatives from the soil-derived fungus Aspergillus sclerotiorum PSU-RSPG178
Abstract
Chromatographic separation of the broth extract of the soil-derived fungus Aspergillus sclerotiorum PSU-RSPG178 resulted in isolation of four γ-butenolide-furanone dimers, aspersclerotiorones A-D, a furanone derivative, aspersclerotiorone E, and two γ-butenolide derivatives, aspersclerotiorones F and G, together with six known compounds, penicillic acid, dihydropenicillic acid, 5,6-dihydro-6-hydroxypenicillic acid, 6-methoxy-5,6-dihydropenicillic acid, coculnol and (4R,5R)-4,5-dihydroxy-3-methoxy-5-methylcyclohex-2-en-1-one. Their structures were determined by spectroscopic evidence. For aspersclerotiorones A and B, the structures were confirmed by single-crystal X-ray diffraction crystallography. Penicillic acid displayed weak antibacterial activity against Staphylococcus aureus and Escherichia coli with equal MIC values of 128 μg/mL, and it was noncytotoxic towards African green monkey kidney fibroblast cells.
Keywords: Antibacterial; Antifungal; Aspergillus sclerotiorum; Cytotoxic; Furanone derivatives; γ-butenolides.
Copyright © 2017 Elsevier Ltd. All rights reserved.
Similar articles
-
New Butenolides and Cyclopentenones from Saline Soil-Derived Fungus Aspergillus Sclerotiorum.Molecules. 2019 Jul 21;24(14):2642. doi: 10.3390/molecules24142642. Molecules. 2019. PMID: 31330867 Free PMC article.
-
γ-Butyrolactone, cytochalasin, cyclic carbonate, eutypinic acid, and phenalenone derivatives from the soil fungus Aspergillus sp. PSU-RSPG185.J Nat Prod. 2014 Nov 26;77(11):2375-82. doi: 10.1021/np500324b. Epub 2014 Nov 6. J Nat Prod. 2014. PMID: 25375978
-
Lovastatin Analogues from the Soil-Derived Fungus Aspergillus sclerotiorum PSU-RSPG178.J Nat Prod. 2016 Jun 24;79(6):1500-7. doi: 10.1021/acs.jnatprod.5b00961. Epub 2016 May 26. J Nat Prod. 2016. PMID: 27228159
-
Asperidines A-C, pyrrolidine and piperidine derivatives from the soil-derived fungus Aspergillus sclerotiorum PSU-RSPG178.Bioorg Med Chem. 2018 Aug 15;26(15):4502-4508. doi: 10.1016/j.bmc.2018.07.036. Epub 2018 Jul 23. Bioorg Med Chem. 2018. PMID: 30078607
-
Insights into the chemistry and therapeutic potential of furanones: A versatile pharmacophore.Eur J Med Chem. 2019 Jun 1;171:66-92. doi: 10.1016/j.ejmech.2019.03.021. Epub 2019 Mar 11. Eur J Med Chem. 2019. PMID: 30909021 Review.
Cited by
-
Discovery of a Dimeric Zinc Complex and Five Cyclopentenone Derivatives from the Sponge-Associated Fungus Aspergillus ochraceopetaliformis.ACS Omega. 2021 Mar 26;6(13):8942-8949. doi: 10.1021/acsomega.0c06218. eCollection 2021 Apr 6. ACS Omega. 2021. PMID: 33842764 Free PMC article.
-
Importance of quorum sensing crosstalk in the brown alga Saccharina latissima epimicrobiome.iScience. 2024 Feb 9;27(3):109176. doi: 10.1016/j.isci.2024.109176. eCollection 2024 Mar 15. iScience. 2024. PMID: 38433891 Free PMC article.
-
Classification of Aspergillus, Penicillium, Talaromyces and related genera (Eurotiales): An overview of families, genera, subgenera, sections, series and species.Stud Mycol. 2020 Jun 27;95:5-169. doi: 10.1016/j.simyco.2020.05.002. eCollection 2020 Mar. Stud Mycol. 2020. PMID: 32855739 Free PMC article.
-
New Butenolides and Cyclopentenones from Saline Soil-Derived Fungus Aspergillus Sclerotiorum.Molecules. 2019 Jul 21;24(14):2642. doi: 10.3390/molecules24142642. Molecules. 2019. PMID: 31330867 Free PMC article.
-
Secondary Metabolites and Bioactivities of Aspergillus ochraceopetaliformis Isolated from Anthurium brownii.ACS Omega. 2020 Aug 14;5(33):20991-20999. doi: 10.1021/acsomega.0c02489. eCollection 2020 Aug 25. ACS Omega. 2020. PMID: 32875235 Free PMC article.
MeSH terms
Substances
LinkOut - more resources
Full Text Sources
Other Literature Sources
Research Materials
