Five Unprecedented Secondary Metabolites from the Spider Parasitic Fungus Akanthomyces novoguineensis
Abstract
:1. Introduction
2. Results and Discussion
3. Materials and Methods
3.1. General
3.2. Fungal Material
3.3. Fermentation and Extraction
3.4. Isolation of Compounds 1–5
3.5. Acid Hydrolysis of Akanthol (1)
3.6. Biological Activities
3.6.1. Antimicrobial Activity and Cytotoxicity Assay
3.6.2. Anti-Biofilm Activity Assay
3.6.3. Nematicidal Activity Assay
4. Conclusions
Supplementary Materials
Acknowledgments
Author Contributions
Conflicts of Interest
References
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Sample Availability: Samples of the compounds 1–5 are available from the authors. |
Pos | 1 | Pos | 2 | ||
---|---|---|---|---|---|
δH (J in Hz) | δC, Type | δH (J in Hz) | δC, Type | ||
1 | 7.35, s | 118.8, CH | 2 | - | 154.9, C |
2 | - | 153.5, C | 3 | - | 139.5, C |
3 | 6.81, dd, 3.4, 5.2 | 110.6, CH | 5 | - | 147.6, C |
4 | 7.35, dd, 6.5, 3.4 | 127.4, CH | 6 | - | 144.7, C |
4a | - | 115.1, C | 7 | 3.24, m | 30.6, CH |
5 | - | 154.1, C | 8 | 1.20, d, 3.7 | 21.1, CH3 |
6 | 7.30, brdd, 0.9, 7.7 | 110.5, CH | 9 | 1.19, d, 3.4 | 21.0, CH3 |
7 | 7.37, dd,8.0, 7.7 | 126.2, CH | 10 | 3.31, m | 28.7, CH |
8 | 7.55, dd, 0.9, 8.2 | 123.0, CH | 11 | 1.23, d, 4.0 | 21.2, CH3 |
8a | - | 136.3, C | 12 | 1.22, d, 4.6 | 21.2, CH3 |
OH | 9.29 | - | |||
4-O-methyl-β-d-glucopyranose | |||||
1′ | 5.07, d, 8.2 | 102.5, CH | 1′ | 5.63, d, 7.9 | 98.8, CH |
2′ | 3.40, dd, 8.2, 8.6 | 73.7, CH | 2′ | 3.51, dd, 8.1, 8.2 | 74.9, CH |
3′ | 3.48, overlapping | 76.0, CH | 3′ | 3.58, dd, 8.9, 9.5 | 78.9, CH |
4′ | 3.10, dd, 9.0, 9.5 | 79.1, CH | 4′ | 3.21, dd, 8.9, 8.2 | 80.8, CH |
5′ | 3.50, overlapping | 76.2, CH | 5′ | 3.32, m | 77.7, CH |
6′ | 3.72, ddd, 11.9, 4.8, 1.7 | 60.3, CH2 | 6′ | 3.76, dd, 2.1, 12.2 | 62.2, CH2 |
3.56, dd, 11.6, 5.1 | 3.67, dd, 4.4, 12.1 | ||||
OMe | 3.48, s | 59.7, CH3 | OMe | 3.59, s | 61.0, CH3 |
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Helaly, S.E.; Kuephadungphan, W.; Phongpaichit, S.; Luangsa-ard, J.J.; Rukachaisirikul, V.; Stadler, M. Five Unprecedented Secondary Metabolites from the Spider Parasitic Fungus Akanthomyces novoguineensis. Molecules 2017, 22, 991. https://doi.org/10.3390/molecules22060991
Helaly SE, Kuephadungphan W, Phongpaichit S, Luangsa-ard JJ, Rukachaisirikul V, Stadler M. Five Unprecedented Secondary Metabolites from the Spider Parasitic Fungus Akanthomyces novoguineensis. Molecules. 2017; 22(6):991. https://doi.org/10.3390/molecules22060991
Chicago/Turabian StyleHelaly, Soleiman E., Wilawan Kuephadungphan, Souwalak Phongpaichit, Janet Jennifer Luangsa-ard, Vatcharin Rukachaisirikul, and Marc Stadler. 2017. "Five Unprecedented Secondary Metabolites from the Spider Parasitic Fungus Akanthomyces novoguineensis" Molecules 22, no. 6: 991. https://doi.org/10.3390/molecules22060991