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

doi:10.6023/cjoc202206046

Chinese Journal of Organic Chemistry ›› 2023, Vol. 43 ›› Issue (1): 295-298.DOI: 10.6023/cjoc202206046 Previous Articles Next Articles

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海洋来源真菌Eutypella sp. F0219次级代谢产物研究

易继凌^a^,^b, 施康琦^a^,^b, 吴冰林^a^,^b, 黎婉珊^a^,^b^,^*(), 陈光英^a^,^b^,^*()

a 海南师范大学化学与化工学院热带药用资源化学教育部重点实验室海口 571158
b 海南师范大学化学与化工学院热带药用植物化学海南省重点实验室海口 571158

收稿日期:2022-06-26 修回日期:2022-08-16 发布日期:2022-09-15
通讯作者: 黎婉珊, 陈光英
基金资助:
海南省重大科技计划(ZDKJ202008); 海南省自然科学基金(221QN229); 大学生创新创业训练计划(202111658007)

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

Jiling Yi^a^,^b, Kangqi Shi^a^,^b, Binglin Wu^a^,^b, Wanshan Li^a^,^b(), Guangying Chen^a^,^b()

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

Received:2022-06-26 Revised:2022-08-16 Published:2022-09-15
Contact: Wanshan Li, Guangying Chen
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)

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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.

Key words: marine-derived fungi, Eutypella sp., prenylated dihydroisocoumarins, chromene amide derivatives, total antioxidant capacity assays

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.

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References 21

[1]	Mostafa, E. R; Rainer, E. Nat. Prod. Rep. 2011, 28, 290. doi: 10.1039/c0np00061b pmid: 21229157
[2]	Sun, L.; Li, D.; Tao, M.; Chen, Y.; Dan, F.; Zhang, W. Mar. Drugs 2012, 10, 539. doi: 10.3390/md10030539 pmid: 22611352
[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. doi: 10.1038/ja.2017.89
[5]	Isaka, M.; Palasarn, S.; Lapanun, S.; Chanthaket, R.; Boonyuen, N.; Lumyong, S. J. Nat. Prod. 2009, 72, 1720. doi: 10.1021/np900316x
[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. doi: 10.1002/cbdv.201300218
[7]	Isaka, M.; Palasarn, S.; Prathumpai, W.; Laksanacharoen, P. Chem. Pharm. Bull. 2011, 59, 1157. doi: 10.1248/cpb.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. doi: 10.1021/acs.jnatprod.8b00039
[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. doi: 10.1038/ja.2013.104
[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. doi: 10.3390/md14030044
[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. doi: 10.3390/md16080284
[14]	Zhang, W.; Zhu, Y.; Yu, H.; Liu, X.; Jiao, B.; Lu, X. Molecules 2021, 26, 315. doi: 10.3390/molecules26020315
[15]	Niu, S.; Liu, D.; Shao, Z.; Proksch, P.; Lin, W. RSC Adv. 2017, 7, 33580. doi: 10.1039/C7RA05774A
[16]	Niu, S.; Liu, D.; Shao, Z.; Proksch, P.; Lin, W. Tetrahedron Lett. 2017, 58, 3695. doi: 10.1016/j.tetlet.2017.08.015
[17]	Liao, H.-X.; Sun, D.-W.; Zheng, C.-J.; Wang, C.-Y. Nat. Prod. Res. 2017, 31, 1640. doi: 10.1080/14786419.2017.1285301
[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. doi: 10.1021/acs.jnatprod.9b00700
[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. doi: 10.1039/C9NJ04374H
[21]	Fathallah, N.; Raafat, M. M.; Issa, M. Y.; Abdel-Aziz, M. M.; Bishr, M.; Abdelkawy, M. A.; Salama, O. Molecules 2019, 24, 4118. doi: 10.3390/molecules24224118

海洋来源真菌Eutypella sp. F0219次级代谢产物研究

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

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