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Study on Secondary Metabolites of Marine-Derived Fungus Eutypella sp. F0219

  • Jiling Yi ,
  • Kangqi Shi ,
  • Binglin Wu ,
  • Wanshan Li ,
  • Guangying Chen
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  • a Key Laboratory of Tropical Medicinal Resource Chemistry of Ministry of Education, College of Chemistry and Chemical Engineering, Hainan Normal University, Haikou 571158
    b Key Laboratory of Tropical Medicinal Plant Chemistry of Hainan Province, College of Chemistry and Chemical Engineering, Hainan Normal University, Haikou 571158
* Corresponding authors. E-mail: ;

Received date: 2022-06-26

  Revised date: 2022-08-16

  Online published: 2022-09-15

Supported by

Key Science and Technology Program of Hainan Province(ZDKJ202008); Hainan Provincial Natural Science Foundation of China(221QN229); Innovation and Entrepreneurship Training Program for College Students(202111658007)

Abstract

The fungus Eutypella sp. is well known for producing bioactive compounds with diverse structures. Chemical investigation of the fungi Eutypella sp. F0219 isolated from marine sediment, yielded a new prenylated dihydroisocoumarin and a new chromene amide derivative, named eutypellarins A and B (1 and 2), together with two known prenylated benzaldehyde derivatives (3 and 4). The structures of these compounds were elucidated based on HR-ESIMS, extensive nucler magneti resonance (NMR) experiments, and quantum-chemical electronic circular dichroism (ECD) calculations. Prenylated dihydroisocoumarin and chromene amide derivatives are reported from the genus Eutypella for the first time. The total antioxidant capacities of all compounds were measured through 2,2'-azino-bis(3-ethylbenzthiazoline-6-sulfonic acid (ABTS) and ferric-reducing antioxidant power (FRAP) assay. The results showed that compounds 1 and 4 exhibited moderate antioxidant properities with Trolox equivalent antioxidant capacity (TEAC) values (0.51±0.016) and (0.76±0.007), respectively.

Cite this article

Jiling Yi , Kangqi Shi , Binglin Wu , Wanshan Li , Guangying Chen . Study on Secondary Metabolites of Marine-Derived Fungus Eutypella sp. F0219[J]. Chinese Journal of Organic Chemistry, 2023 , 43(1) : 295 -298 . DOI: 10.6023/cjoc202206046

References

[1]
Mostafa, E. R; Rainer, E. Nat. Prod. Rep. 2011, 28, 290.
[2]
Sun, L.; Li, D.; Tao, M.; Chen, Y.; Dan, F.; Zhang, W. Mar. Drugs 2012, 10, 539.
[3]
Zhou, Y.; Zhang, Y.-X.; Zhang, J.-P.; Yu, H.-B.; Liu, X.-Y.; Lu, X.-L.; Jiao, B.-H. Nat. Prod. Res. 2017, 31, 1674.
[4]
Wang, Y. Z.; Wang, Y.; Wu, A. A.; Zhang, L.; Hu, Z. Y.; Huang, H. Y.; Xu, Q. Y.; Deng, X. M. J. Antibiot. 2017, 70, 1029.
[5]
Isaka, M.; Palasarn, S.; Lapanun, S.; Chanthaket, R.; Boonyuen, N.; Lumyong, S. J. Nat. Prod. 2009, 72, 1720.
[6]
Liu, J.-T.; Hu, B.; Gao, Y.; Zhang, J.-P.; Jiao, B.-H.; Lu, X.-L.; Liu, X.-Y. Chem. Biodiversity 2014, 11, 800.
[7]
Isaka, M.; Palasarn, S.; Prathumpai, W.; Laksanacharoen, P. Chem. Pharm. Bull. 2011, 59, 1157.
[8]
Liu, H. X.; Zhang, L.; Chen, Y. C.; Li, S. N.; Tan, G. H.; Sun, Z. H.; Pan, Q. L.; Ye, W.; Li, H. H.; Zhang, W. M. Nat. Prod. Res. 2017, 31, 401.
[9]
Yu, H.-B; Wang, X.-L.; Zhang, Y.-X.; Xu, W.-H.; Zhang, J.-P.; Zhou, X.-Y.; Lu, X.-L.; Liu, X.-Y.; Jiao, B.-H. J. Nat. Prod. 2018, 81, 1553.
[10]
Wang, X.; Sun, K.; Wang, B. Chem. Biodiversity 2018, 15, e1700501.
[11]
Lu, X.-L.; Liu, J.-T.; Liu, X.-Y.; Gao, Y.; Zhang, J.; Jiao, B.-H.; Zheng, H. J. Antibiot. 2014, 67, 171.
[12]
Zhang, L.-Q.; Chen, X.-C.; Chen, Z.-Q.; Wang, G.-M.; Zhu, S.-G.; Yang, Y.-F.; Chen, K.-X.; Liu, X.-Y.; Li, Y.-M. Mar. Drugs 2016, 14, 44.
[13]
Yu, H.-B.; Wang, X.-L.; Xu, W.-H.; Zhang, Y.-X.; Qian, Y.-S.; Zhang, J.-P.; Lu, X.-L.; Liu, X.-L. Mar. Drugs 2018, 16, 284.
[14]
Zhang, W.; Zhu, Y.; Yu, H.; Liu, X.; Jiao, B.; Lu, X. Molecules 2021, 26, 315.
[15]
Niu, S.; Liu, D.; Shao, Z.; Proksch, P.; Lin, W. RSC Adv. 2017, 7, 33580.
[16]
Niu, S.; Liu, D.; Shao, Z.; Proksch, P.; Lin, W. Tetrahedron Lett. 2017, 58, 3695.
[17]
Liao, H.-X.; Sun, D.-W.; Zheng, C.-J.; Wang, C.-Y. Nat. Prod. Res. 2017, 31, 1640.
[18]
Zhang, Y.-X.; Yu, H.-B.; Xu, W.-H.; Hu, B.; Guild, A.; Zhang, J.-P.; Lu, X.-L.; Liu, X.-Y.; Jiao, B.-H. J. Nat. Prod. 2019, 82, 3089.
[19]
Chen, M.; Shao, C.-L.; Wang, K.-L.; Xu, Y.; She, Z.-G.; Wang, C.-Y. Tetrahedron 2014, 70, 9123.
[20]
Matta, A.; Sharma, A. K.; Tomar, S.; Cao, P.; Kumar, S.; Balwani, S.; Ghosh, B.; Prasad, A. K.; Van der Eycken, E. V.; DePass, A. L.; Wengel, J.; Parmar, V. S.; Len, C.; Singh, B. K. New J. Chem. 2020, 44, 1371.
[21]
Fathallah, N.; Raafat, M. M.; Issa, M. Y.; Abdel-Aziz, M. M.; Bishr, M.; Abdelkawy, M. A.; Salama, O. Molecules 2019, 24, 4118.
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