Supporting Information
Supporting Information File 1: Details of cultivation media, fractionation schemes, NMR spectra and tabulated 2D NMR data for all compounds, detailed X-ray crystallographic details and CCDC deposition numbers, bioassay procedures and genomic data. | ||
Format: PDF | Size: 5.7 MB | Download |
Supporting Information File 2: Crystal structure information files for nanangenines A–C and G. | ||
Format: ZIP | Size: 1.4 MB | Download |
Cite the Following Article
Nanangenines: drimane sesquiterpenoids as the dominant metabolite cohort of a novel Australian fungus, Aspergillus nanangensis
Heather J. Lacey, Cameron L. M. Gilchrist, Andrew Crombie, John A. Kalaitzis, Daniel Vuong, Peter J. Rutledge, Peter Turner, John I. Pitt, Ernest Lacey, Yit-Heng Chooi and Andrew M. Piggott
Beilstein J. Org. Chem. 2019, 15, 2631–2643.
https://doi.org/10.3762/bjoc.15.256
How to Cite
Lacey, H. J.; Gilchrist, C. L. M.; Crombie, A.; Kalaitzis, J. A.; Vuong, D.; Rutledge, P. J.; Turner, P.; Pitt, J. I.; Lacey, E.; Chooi, Y.-H.; Piggott, A. M. Beilstein J. Org. Chem. 2019, 15, 2631–2643. doi:10.3762/bjoc.15.256
Download Citation
Citation data can be downloaded as file using the "Download" button or used for copy/paste from the text window
below.
Citation data in RIS format can be imported by all major citation management software, including EndNote,
ProCite, RefWorks, and Zotero.
Presentation Graphic
Picture with graphical abstract, title and authors for social media postings and presentations. | ||
Format: PNG | Size: 1.1 MB | Download |
Citations to This Article
Up to 20 of the most recent references are displayed here.
Scholarly Works
- Jiang, R.; Yue, Z.; Shang, L.; Wang, D.; Wei, N. PEZy-miner: An artificial intelligence driven approach for the discovery of plastic-degrading enzyme candidates. Metabolic engineering communications 2024, 19, e00248. doi:10.1016/j.mec.2024.e00248
- Yuan, G.-Y.; Zhang, J.-M.; Xu, Y.-Q.; Zou, Y. Biosynthesis and Assembly Logic of Fungal Hybrid Terpenoid Natural Products. Chembiochem : a European journal of chemical biology 2024, e202400387. doi:10.1002/cbic.202400387
- Aggerbeck, M. R.; Frøkjær, E. E.; Johansen, A.; Ellegaard-Jensen, L.; Hansen, L. H.; Hansen, M. Non-target analysis of Danish wastewater treatment plant effluent: Statistical analysis of chemical fingerprinting as a step toward a future monitoring tool. Environmental research 2024, 257, 119242. doi:10.1016/j.envres.2024.119242
- Arishi, A. A.; Shang, Z.; Lacey, E.; Crombie, A.; Vuong, D.; Li, H.; Bracegirdle, J.; Turner, P.; Lewis, W.; Flematti, G. R.; Piggott, A. M.; Chooi, Y.-H. Discovery and heterologous biosynthesis of glycosylated polyketide luteodienoside A reveals unprecedented glucinol-mediated product offloading by a fungal carnitine O-acyltransferase domain. Chemical science 2024, 15, 3349–3356. doi:10.1039/d3sc05008d
- Aggerbeck, M. R.; Frøkjær, E. E.; Johansen, A.; Ellegaard-Jensen, L.; Hansen, L. H.; Hansen, M. Non-target Analysis of Wastewater Treatment Plant Effluents: Chemical Fingerprinting as a Monitoring Tool. Cold Spring Harbor Laboratory 2023. doi:10.1101/2023.08.03.551870
- Dai, G.; Sun, J.; Peng, X.; Shen, Q.; Wu, C.; Sun, Z.; Sui, H.; Ren, X.; Zhang, Y.; Bian, X. Astellolides R-W, Drimane-Type Sesquiterpenoids from an Aspergillus parasiticus Strain Associated with an Isopod. Journal of natural products 2023, 86, 1746–1753. doi:10.1021/acs.jnatprod.3c00215
- Li, W.; Gao, Q.; Hu, Y.; Shi, Y.; Yan, X.; Ding, L.; He, S. Dibetanide, a new benzofuran derivative with the rare conjugated triene side chain from a sponge-associated fungus Aspergillus species. Journal of Molecular Structure 2023, 1271, 134082. doi:10.1016/j.molstruc.2022.134082
- Cowled, M. S.; Li, H.; Gilchrist, C. L. M.; Lacey, E.; Chooi, Y.-H.; Piggott, A. M. Stereodivergent Hydroxylation of Berkeleylactones by Penicillium turbatum. Journal of natural products 2022, 86, 541–549. doi:10.1021/acs.jnatprod.2c00946
- Zhuravleva, O. I.; Belousova, E. B.; Oleinikova, G. K.; Antonov, A. S.; Khudyakova, Y. V.; Rasin, A. B.; Popov, R. S.; Menchinskaya, E. S.; Trinh, P. T. H.; Yurchenko, A. N.; Yurchenko, E. A. Cytotoxic Drimane-Type Sesquiterpenes from Co-Culture of the Marine-Derived Fungi Aspergillus carneus KMM 4638 and Beauveria felina (=Isaria felina) KMM 4639. Marine drugs 2022, 20, 584. doi:10.3390/md20090584
- Huang, Y.; Valiante, V. Chemical Diversity and Biosynthesis of Drimane-Type Sesquiterpenes in the Fungal Kingdom. Chembiochem : a European journal of chemical biology 2022, 23, e202200173. doi:10.1002/cbic.202200173
- Beckmann, L.; Tretbar, U. S.; Kitte, R.; Tretbar, M. Anticancer Activity of Natural and Semi-Synthetic Drimane and Coloratane Sesquiterpenoids. Molecules (Basel, Switzerland) 2022, 27, 2501. doi:10.3390/molecules27082501
- Lacey, H.; Chen, R.; Vuong, D.; Cowled, M. S.; Lacey, E.; Rutledge, P. J.; Piggott, A. M. Yeppoonic acids A - D: 1,2,4-trisubstituted arene carboxylic acid co-metabolites of conglobatin from an Australian Streptomyces sp. The Journal of antibiotics 2021, 75, 108–112. doi:10.1038/s41429-021-00493-4
- Gilchrist, C. L.; Chooi, Y.-H. Synthaser: a CD-Search enabled Python toolkit for analysing domain architecture of fungal secondary metabolite megasynth(et)ases. Fungal biology and biotechnology 2021, 8, 13. doi:10.1186/s40694-021-00120-9
- Roux, I.; Bowles, S.; Kalaitzis, J. A.; Vuong, D.; Lacey, E.; Chooi, Y.-H.; Piggott, A. M. Characterisation and heterologous biosynthesis of burnettiene A, a new polyene-decalin polyketide from Aspergillus burnettii. Organic & biomolecular chemistry 2021, 19, 9506–9513. doi:10.1039/d1ob01766g
- Huang, Y.; Hoefgen, S.; Valiante, V. Biosynthesis of Fungal Drimane‐Type Sesquiterpene Esters. Angewandte Chemie 2021, 133, 23956–23963. doi:10.1002/ange.202108970
- Huang, Y.; Hoefgen, S.; Valiante, V. Biosynthesis of Fungal Drimane-Type Sesquiterpene Esters. Angewandte Chemie (International ed. in English) 2021, 60, 23763–23770. doi:10.1002/anie.202108970
- Li, H.; Lacey, A. E.; Shu, S.; Kalaitzis, J. A.; Vuong, D.; Crombie, A.; Hu, J.; Gilchrist, C. L.; Lacey, E.; Piggott, A. M.; Chooi, Y.-H. Hancockiamides: phenylpropanoid piperazines from Aspergillus hancockii are biosynthesised by a versatile dual single-module NRPS pathway. Organic & biomolecular chemistry 2021, 19, 587–595. doi:10.1039/d0ob02243h
- Adrover-Castellano, M. L.; Schmidt, J. J.; Sherman, D. H. Biosynthetic Cyclization Catalysts for the Assembly of Peptide and Polyketide Natural Products. ChemCatChem 2021, 13, 2095–2116. doi:10.1002/cctc.202001886
- Morshed, M. T.; Nguyen, H. T.; Vuong, D.; Crombie, A.; Lacey, E.; Ogunniyi, A. D.; Page, S. W.; Trott, D. J.; Piggott, A. M. Semisynthesis and biological evaluation of a focused library of unguinol derivatives as next-generation antibiotics. Organic & biomolecular chemistry 2021, 19, 1022–1036. doi:10.1039/d0ob02460k
- Gilchrist, C. L.; Booth, T. J.; van Wersch, B.; van Grieken, L.; Medema, M. H.; Chooi, Y.-H. cblaster: a remote search tool for rapid identification and visualization of homologous gene clusters. Bioinformatics advances 2021, 1, vbab016. doi:10.1093/bioadv/vbab016