Academic Journal
Macrooxazoles A-D, New 2,5-Disubstituted Oxazole-4-Carboxylic Acid Derivatives from the Plant Pathogenic Fungus .
| العنوان: | Macrooxazoles A-D, New 2,5-Disubstituted Oxazole-4-Carboxylic Acid Derivatives from the Plant Pathogenic Fungus . |
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| المؤلفون: | Matio Kemkuignou, Blondelle, Treiber, Laura, Zeng, Haoxuan, Schrey, Hedda, Schobert, Rainer, Stadler, Marc |
| المساهمون: | HZI,Helmholtz-Zentrum für Infektionsforschung GmbH, Inhoffenstr. 7,38124 Braunschweig, Germany. |
| المصدر: | 25 ; 23 ; Molecules (Basel, Switzerland) ; Switzerland |
| بيانات النشر: | MDPI |
| سنة النشر: | 2020 |
| المجموعة: | Helmholtz Centre of Infection Research (HZI), Braunschweig: Repository |
| مصطلحات موضوعية: | Phoma macrostoma, anti-biofilm, isolation, macrocidin Z synthesis, oxazole derivatives, structure elucidation |
| الوصف: | In our ongoing search for new bioactive fungal metabolites, four previously undescribed oxazole carboxylic acid derivatives (1-4) for which we proposed the trivial names macrooxazoles A-D together with two known tetramic acids (5-6) were isolated from the plant pathogenic fungus Phoma macrostoma. Their structures were elucidated based on high-resolution mass spectrometry (HR-MS) and nuclear magnetic resonance (NMR) spectroscopy. The hitherto unclear structure of macrocidin Z (6) was also confirmed by its first total synthesis. The isolated compounds were evaluated for their antimicrobial activities against a panel of bacteria and fungi. Cytotoxic and anti-biofilm activities of the isolates are also reported herein. The new compound 3 exhibited weak-to-moderate antimicrobial activity as well as the known macrocidins 5 and 6. Only the mixture of compounds 2 and 4 (ratio 1:2) showed weak cytotoxic activity against the tested cancer cell lines with an IC50 of 23 µg/mL. Moreover, the new compounds 2 and 3, as well as the known compounds 5 and 6, interfered with the biofilm formation of Staphylococcus aureus, inhibiting 65%, 75%, 79%, and 76% of biofilm at 250 µg/mL, respectively. Compounds 5 and 6 also exhibited moderate activity against S. aureus preformed biofilm with the highest inhibition percentage of 75% and 73% at 250 µg/mL, respectively. |
| نوع الوثيقة: | article in journal/newspaper |
| اللغة: | English |
| تدمد: | 1420-3049 |
| Relation: | Molecules. 2020 Nov 24;25(23):5497. doi:10.3390/molecules25235497.; http://hdl.handle.net/10033/622884; Molecules (Basel, Switzerland) |
| DOI: | 10.3390/molecules25235497 |
| الاتاحة: | http://hdl.handle.net/10033/622884 https://doi.org/10.3390/molecules25235497 |
| Rights: | Attribution 4.0 International ; http://creativecommons.org/licenses/by/4.0/ |
| رقم الانضمام: | edsbas.33AF1D7D |
| قاعدة البيانات: | BASE |
Full Text Finder | تدمد: | 14203049 |
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| DOI: | 10.3390/molecules25235497 |