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Chinese Journal of Organic Chemistry >

2023 , Vol. 43 >Issue 9: 3319 - 3322

DOI: https://doi.org/10.6023/cjoc202303033

A New Polyketide from Fusarium graminearum

  • Weizhong Ding ,
  • Bingwen Zhang ,
  • Yanqing Xue ,
  • Yuqi Lin ,
  • Zhijun Tang ,
  • Jing Wang ,
  • Wenchao Yang ,
  • Xiaofeng Wang ,
  • Wen Liu
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  • a Department of Chemistry, University of Science and Technology of China, Hefei 230026
    b Key Laboratory of Pesticide & Chemical Biology, Ministry of Education, College of Chemistry, Central China Normal University, Wuhan 430079
    c School of Chemistry and Materials Science, Hangzhou Institute for Advanced Study, University of Chinese Academy of Sciences, Hangzhou 310024
    d State Key Laboratory of Bioorganic and Natural Products Chemistry, Shanghai Institute of Organic Chemistry, University of Chinese Academy of Sciences, Shanghai 200032
† These authors contributed equally to this work.
* E-mail: ;

Received date: 2023-03-22

  Revised date: 2023-04-25

  Online published: 2023-05-06

Supported by

National Key Research and Development Program of China(2022YFC2303100); National Natural Science Foundation of China(22193070); National Natural Science Foundation of China(32030002); Postdoctoral Science Preferential Funding of Zhejiang Province

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Abstract

The fungus Fusarium species is well known for producing bioactive natural products with diverse structures. A chemical investigation on the cultures extract of the Fusarium graminearum led to the isolation of one new polyketide, fusarane A (1). Its structure was elucidated on the basis of extensive HRESIMS, 1D and 2D-NMR spectra data analysis, and single-crystal X-ray diffraction. Structurally, compound 1 has a rare conjugated polyene moiety in which configurations of all double bonds were determined to be E. Furthermore, 1 showed potent inhibitory activity against S. aureus ATCC 29213 with the MIC value of 32 μg/mL when assayed in combination with disulfram (10 μg/mL), an established antibiotic adjuvant that augmented the activity of antibiotics.

Key words： Fusarium graminearum; natural product; polyketide; antibacterial activity

Cite this article

Weizhong Ding , Bingwen Zhang , Yanqing Xue , Yuqi Lin , Zhijun Tang , Jing Wang , Wenchao Yang , Xiaofeng Wang , Wen Liu . A New Polyketide from Fusarium graminearum[J]. Chinese Journal of Organic Chemistry, 2023 , 43(9) : 3319 -3322 . DOI: 10.6023/cjoc202303033

References

[1]
Zhang H. W.; Song Y. C.; Tan R. X. Nat. Prod. Rep. 2006, 23, 753.
[2]
Lacerda í. C. D. S.; Polonio J. C.; Golias H. C. Chem. Biodiversity 2022, 19, e202100971.
[3]
Xie S.; Wu Y.; Qiao Y.; Guo Y.; Wang J.; Hu Z.; Zhang Q.; Li X.; Huang J.; Zhou Q.; Luo Z.; Liu J.; Zhu H.; Xue Y.; Zhang Y. J. Nat. Prod. 2018, 81, 1311.
[4]
Ancheeva E.; Daletos G.; Proksch P. Curr. Med. Chem. 2020, 27, 1836.
[5]
Zhou Z. Y.; Liu X.; Cui J. L.; Wang J. H.; Wang M. L.; Zhang G. FEMS Microbiol. Lett. 2022, 369, fnac052.
[6]
Hridoy M.; Gorapi M. Z. H.; Noor S.; Chowdhury N. S.; Rahman M. M.; Muscari I.; Masia F.; Adorisio S.; Delfino D. V.; Mazid M. A. Molecules 2022, 27, 296.
[7]
Ahmed A. M.; Mahmoud B. K.; Millán-Agui?aga N.; Abdelmohsen U. R.; Fouad M. A. RSC Adv. 2023, 13, 1339.
[8]
Wei J.; Wu B. Fitoterapia 2020, 146, 104638.
[9]
Kim Y. G.; Kang H. K.; Kwon K. D.; Seo C. H.; Lee H. B.; Park Y. J. Agric. Food Chem. 2015, 63, 10380.
[10]
Jiang C. X.; Li J.; Zhang J. M.; Jin X. J.; Yu B.; Fang J. G.; Wu Q. X. J. Agric. Food Chem. 2019, 67, 1839.
[11]
Li M.; Yu R.; Bai X.; Wang H.; Zhang H. Nat. Prod. Rep. 2020, 37, 1568.
[12]
Chen S. S.; Bai J. J. Asian Nat. Prod. Res. 2023, 25, 139.
[13]
Cao F.; Han X. B.; Li Y. Q.; Liu J.; Ma S. Q.; Peng Y. L.; Wang M.; Zhang C. S.; Zhao D. L. Phytochemistry 2022, 197, 113125.
[14]
Jia L. J.; Tang H. Y.; Wang W. Q.; Yuan T. L.; Wei W. Q.; Pang B.; Gong X. M.; Wang S. F.; Li Y. J.; Zhang D.; Liu W.; Tang W. H. Nat. Commun. 2019, 10, 922.
[15]
Tang Z.; Tang H.; Wang W.; Xue Y.; Chen D.; Tang W.; Liu W. J. Am. Chem. Soc. 2021, 143, 19719.
[16]
Lin Y.; Yang Q.; Wang W.; Li Q.; Tang Z.; Tang W.; Tao J.; Liu W. Chin. J. Org. Chem. 2021, 41, 4504 (In Chinese).
[16]
(林月婷, 杨谦, 王婉秋, 李秋菊, 汤志军, 唐威华, 陶疆, 刘文, 有机化学, 2021, 41, 4504.)
[17]
Zaman K. A. U.; Sarotti A. M.; Wu X.; DeVine L.; Cao S. Phytochemistry 2022, 198, 113138.
[18]
Zhang Y.; He J.; Jia L. J.; Yuan T. L.; Zhang D.; Guo Y.; Wang Y.; Tang W. H. PLoS Pathog. 2016, 12, e1005485.
[19]
Cuomo C. A.; Güldener U.; Xu J. R.; Trail F.; Turgeon B. G.; DiPietro A.; Walton J. D.; Ma L. J.; Baker S. E.; Rep M.; Adam G.; Antoniw J.; Baldwin T.; Calvo S.; Chang Y. L.; Decaprio D.; Gale L. R.; Gnerre S.; Goswami R. S.; Hammond-Kosack K.; Harris L. J.; Hilburn K.; Kennell J. C.; Kroken S.; Magnuson J. K.; Mannhaupt G.; Mauceli E.; Mewes H. W.; Mitterbauer R.; Muehlbauer G.; Münsterk?tter M.; Nelson D.; O'Donnell K.; Ouellet T.; Qi W.; Quesneville H.; Roncero M. I.; Seong K. Y.; Tetko I. V.; Urban M.; Waalwijk C.; Ward T. J.; Yao J.; Birren B. W.; Kistler H. C. Science 2007, 317, 1400.
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