Natural Products and Bioprospecting    2021, Vol. 11 Issue (1) : 137-142     DOI: 10.1007/s13659-020-00292-8
ORIGINAL ARTICLES |
Setosphlides A-D, New Isocoumarin Derivatives from the Entomogenous Fungus Setosphaeria rostrate LGWB-10
Wenbin Gao, Xiaoxia Wang, Fengli Chen, Chunqing Li, Fei Cao, Duqiang Luo
College of Life Science, Institute of Life Science and Green Development, Key Laboratory of Medicinal Chemistry and Molecular Diagnosis of Ministry of Education, Hebei University, Baoding 071002, China
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Abstract  Investigation of the entomogenous fungus Setosphaeria rostrate LGWB-10 from Harmonia axyridis led to the isolation of four new isocoumarin derivatives, setosphlides A-D (1-4), and four known analogues (5-8). Their planar structures and the relative configurations were elucidated by comprehensive spectroscopic methods. The absolute configurations of isocoumarin nucleus for 1-4 were elucidated by their ECD spectra. The C-10 relative configurations for the pair of C-10 epimers (1 and 2) were established by comparing the magnitude of the computed 13C NMR chemical shifts (Δδcalcd.) with the experimental 13C NMR values (Δδexp.) for the epimers. All of the isolated compounds (1-8) were evaluated for their cytotoxicities against four human tumor cell lines MCF-7, MGC-803, HeLa, and Huh-7.
Keywords Entomogenous fungus      Setosphaeria rostrate      Isocoumarin      Absolute configuration     
Fund:This work was funded by the National Natural Science Foundation of China (31672070) and National Key Research and Development Program of China (2017YFD0201400 and 2017YFD0201401), and the High Performance Computer Center of Hebei University.
Corresponding Authors: Fei Cao, Duqiang Luo     E-mail: caofei542927001@163.com;duqiangluo@163.com
Issue Date: 11 March 2021
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Wenbin Gao,Xiaoxia Wang,Fengli Chen, et al. Setosphlides A-D, New Isocoumarin Derivatives from the Entomogenous Fungus Setosphaeria rostrate LGWB-10[J]. Natural Products and Bioprospecting, 2021, 11(1): 137-142.
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http://npb.kib.ac.cn/EN/10.1007/s13659-020-00292-8     OR     http://npb.kib.ac.cn/EN/Y2021/V11/I1/137
1. A.E. Douglas, Annu. Rev. Entomol. 60, 17-34 (2015)
2. Y. Dong, F. Manfredini, G. Dimopoulos, PLoS Pathog. 5, e1000423 (2009)
3. X. Zhang, W. Wei, R. Tan, Sci. China Chem. 58, 1097-1109 (2015)
4. X. Xu, F. Sun, C. Yin, Y. Wang, Y. Zhang, Acta Microbiol. 58, 1126-1140 (2018)
5. W. Zhang, K. Krohn, S. Draeger, B. Schulz, J. Nat. Prod. 71, 1078-1081 (2008)
6. H. Zhu, Current Organic Stereochemistry (Science Presses of China, Beijing, 2009).
7. R. Li, S. Chen, S. Niu, L. Guo, J. Yin, Y. Che, Fitoterapia 96, 88-94 (2014)
8. X. Pang, X. Liu, J. Yang, X. Zhou, B. Yang, J. Wang, Y. Liu, J. Nat. Prod. 81, 1860-1868 (2018)
9. K. Wolinski, J.F. Hinton, P. Pulay, J. Am. Chem. Soc. 112, 8251- 8260 (1990)
10. F. Cao, Z.H. Meng, P. Wang, D.Q. Luo, H.J. Zhu, J. Nat. Prod. 83, 1283-1287 (2020)
11. H.J. Zhu, Organic Stereochemistry-Experimental and Computational Methods (Wiley-VCH, Verlag GmbH & Co KGaA, Weinheim, 2015).
12. F. Cao, Z.H. Meng, X. Mu, Y.F. Yue, H.J. Zhu, J. Nat. Prod. 82, 386-392 (2019)
13. T. Mosmann, J. Immunol. Methods 65, 55-63 (1983)
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