Bipolenins K–N: New sesquiterpenoids from the fungal plant pathogen Bipolaris sorokiniana

Chin-Soon Phan, Hang Li, Simon Kessler, Peter S. Solomon, Andrew M. Piggott and Yit-Heng Chooi
Beilstein J. Org. Chem. 2019, 15, 2020–2028. https://doi.org/10.3762/bjoc.15.198

Supporting Information

Supporting Information File 1: NMR, IR and MS spectra of compounds 14.
Format: PDF Size: 2.6 MB Download

Cite the Following Article

Bipolenins K–N: New sesquiterpenoids from the fungal plant pathogen Bipolaris sorokiniana
Chin-Soon Phan, Hang Li, Simon Kessler, Peter S. Solomon, Andrew M. Piggott and Yit-Heng Chooi
Beilstein J. Org. Chem. 2019, 15, 2020–2028. https://doi.org/10.3762/bjoc.15.198

How to Cite

Phan, C.-S.; Li, H.; Kessler, S.; Solomon, P. S.; Piggott, A. M.; Chooi, Y.-H. Beilstein J. Org. Chem. 2019, 15, 2020–2028. doi:10.3762/bjoc.15.198

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: 514.4 KB Download

Citations to This Article

Up to 20 of the most recent references are displayed here.

Scholarly Works

  • Zhang, M.-M.; Long, Y.; Li, Y.; Cui, J.-J.; Lv, T.; Luo, S.; Gao, K.; Dong, S.-H. Divergent Biosynthesis of Bridged Polycyclic Sesquiterpenoids by a Minimal Fungal Biosynthetic Gene Cluster. Journal of natural products 2024. doi:10.1021/acs.jnatprod.3c01161
  • Aditya, S.; Aggarwal, R.; Bashyal, B. M.; Gurjar, M. S.; Saharan, M. S.; Aggarwal, S. Unraveling the dynamics of wheat leaf blight complex: isolation, characterization, and insights into pathogen population under Indian conditions. Frontiers in microbiology 2024, 15, 1287721. doi:10.3389/fmicb.2024.1287721
  • Wang, X.-J.; Wang, Z.; Han, J.; Su, S.-H.; Gong, Y.-X.; Zhang, Y.; Tan, N.-H.; Wang, J.; Feng, L. Sativene Sesquiterpenoids from the Plant Endophytic Fungus Bipolaris victoriae S27 and Their Potential as Plant-Growth Regulators. Journal of agricultural and food chemistry 2024, 72, 2598–2611. doi:10.1021/acs.jafc.3c05815
  • Chou, M.-Y.; Andersen, T. B.; Mechan Llontop, M. E.; Beculheimer, N.; Sow, A.; Moreno, N.; Shade, A.; Hamberger, B.; Bonito, G. Terpenes modulate bacterial and fungal growth and sorghum rhizobiome communities. Microbiology spectrum 2023, 11, e0133223. doi:10.1128/spectrum.01332-23
  • Chen, S.; Li, J.; Wang, M.; Liu, Y.; Li, T.; Yin, X.; Xie, T.; Chen, R. Identification and characterization of a novel sativene synthase from Fischerella thermalis. Protein expression and purification 2023, 212, 106359. doi:10.1016/j.pep.2023.106359
  • Liu, Y.; Mahdi, L.; Porzel, A.; Stark, P.; Esposto, D.; Scherr-Henning, A.; Bathe, U.; Acosta, I.; Zuccaro, A.; Balcke, G.; Tissier, A. Metabolic arms race between a plant and a fungal pathogen. Cold Spring Harbor Laboratory 2023. doi:10.1101/2023.07.29.551000
  • Kaladhar, V. C.; Singh, Y.; Nair, A. M.; Kumar, K.; Singh, A. K.; Verma, P. K. A small cysteine-rich fungal effector, BsCE66 is essential for the virulence of Bipolaris sorokiniana on wheat plants. Fungal genetics and biology : FG & B 2023, 166, 103798. doi:10.1016/j.fgb.2023.103798
  • Liu, C.; Guo, H.; Liu, H.; Yu, J.; Li, S.; Zhu, T.; Owusu, A. M.; Li, S. Differential Metabolomics Reveals Pathogenesis of Pestalotiopsis kenyana Causing Leaf Spot Disease of Zanthoxylum schinifolium. Journal of fungi (Basel, Switzerland) 2022, 8, 1208. doi:10.3390/jof8111208
  • Navathe, S.; Yashavanthakumar, K. J.; Pandey, A. K.; Patil, R. M.; Baviskar, V. S.; Chand, R. Leaf Blight Disease of Wheat and Barley: Past, Present and Future. New Horizons in Wheat and Barley Research; Springer Nature Singapore, 2022; pp 77–105. doi:10.1007/978-981-16-4134-3_3
  • Wang, Y.-D.; Yang, J.; Li, Q.; Li, Y.-Y.; Tan, X.-M.; Yao, S.-Y.; Niu, S.-B.; Deng, H.; Guo, L.-P.; Ding, G. UPLC-Q-TOF-MS/MS Analysis of Seco-Sativene Sesquiterpenoids to Detect New and Bioactive Analogues From Plant Pathogen Bipolaris sorokiniana. Frontiers in microbiology 2022, 13, 807014. doi:10.3389/fmicb.2022.807014
  • Ge, X.; Wang, Y.; Sun, C.; Zhang, Z.; Song, L.; Tan, L.; Li, D.; Yang, S.; Yu, G. Secondary Metabolites Produced by Coculture of Pleurotus ostreatus SY10 and Pleurotus eryngii SY302. Chemistry & biodiversity 2022, 19, e202100832. doi:10.1002/cbdv.202100832
  • Sheshegova, T. K.; Shchekleina, L. M. Composition of Microorganisms Found in Winter Rye Grain in Kirov Oblast. Russian Agricultural Sciences 2021, 47, 370–376. doi:10.3103/s1068367421040170
  • Jiang, S.; Wang, M.-Y.; Jiang, Z.; Zafar, S.; Xie, Q.; Yang, Y.; Liu, Y.; Yuan, H.; Jian, Y.; Wang, W. Chemistry and Pharmacological Activity of Sesquiterpenoids from the Chrysanthemum Genus. Molecules (Basel, Switzerland) 2021, 26, 3038. doi:10.3390/molecules26103038
  • Botta, L.; Saladino, R.; Barghini, P.; Fenice, M.; Pasqualetti, M. Production and identification of two antifungal terpenoids from the Posidonia oceanica epiphytic Ascomycota Mariannaea humicola IG100. Microbial cell factories 2020, 19, 1–10. doi:10.1186/s12934-020-01445-7
  • Hill, E.; Solomon, P. S. Extracellular vesicles from the apoplastic fungal wheat pathogen Zymoseptoria tritici. Fungal biology and biotechnology 2020, 7, 1–14. doi:10.1186/s40694-020-00103-2
  • Li, Y.-Y.; Tan, X.-M.; Yang, J.; Guo, L.-P.; Ding, G. Naturally Occurring seco-Sativene Sesquiterpenoid: Chemistry and Biology. Journal of agricultural and food chemistry 2020, 68, 9827–9838. doi:10.1021/acs.jafc.0c04560
  • Li, Y.-Y.; Tan, X.-M.; Wang, Y.-D.; Yang, J.; Zhang, Y.; Sun, B.; Gong, T.; Guo, L.-P.; Ding, G. Bioactive seco-Sativene Sesquiterpenoids from an Artemisia desertorum Endophytic Fungus, Cochliobolus sativus. Journal of natural products 2020, 83, 1488–1494. doi:10.1021/acs.jnatprod.9b01148
Other Beilstein-Institut Open Science Activities