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Chemical Constituents from Fraxinus hupehensis and Their Antifungal and Herbicidal Activities

by Chi-Na Zhao 1,2,†, Zong-Li Yao 1,2,†, Dan Yang 1,2, Jian Ke 1,2, Qing-Lai Wu 1,2,*, Jun-Kai Li 1,2,* and Xu-Dong Zhou 3,*
1
School of Agriculture, Yangtze University, Jingzhou 434020, China
2
Institute of Pesticides, Yangtze University, Jingzhou 434020, China
3
TCM and Ethnomedicine Innovation & Development Laboratory, School of Pharmacy, Hunan University of Chinese Medicine, Changsha 410208, Hunan, China
*
Authors to whom correspondence should be addressed.
The authors contributed equally to this study.
Biomolecules 2020, 10(1), 74; https://doi.org/10.3390/biom10010074
Received: 2 December 2019 / Revised: 29 December 2019 / Accepted: 30 December 2019 / Published: 2 January 2020
(This article belongs to the Section Natural and Bio-inspired Molecules)
The phytochemical investigation of Fraxinus hupehensis led to the isolation and characterization of ten compounds which were identified as fraxin (1), fraxetin (2), esculetin (3), cichoriin (4), euphorbetin (5), kaempferol-3-O-β-rutinoside (6), oleuropein (7), linoleic acid (8), methyl linoleate (9), and β-sitosterol (10). Structures of the isolated constituents were characterized by 1H NMR, 13C NMR and HRMS. All the compounds, except compounds 3 and 4, were isolated for the first time from this plant. Further, this was the first report for the occurrence of compound 5 in the Fraxinus species. Antifungal activity evaluation showed that compound 2 exhibited significant inhibitory effects against Bipolaris maydis, Sclerotium rolfsii, and Alternaria solani with EC50 values of 0.31 ± 0.01 mmol/L, 10.50 ± 0.02 mmol/L, and 0.40 ± 0.02 mmol/L respectively, compared to the positive control, Carbendazim, with its EC50 values of 0.74 ± 0.01 mmol/L, 1.78 ± 0.01 mmol/L and 1.41 ± 0.00 mmol/L. Herbicidal activity tests showed that compounds 810 had strong inhibitory effects against the roots of Echinochloa crus-galli with EC50 values of 1.16 ± 0.23 mmol/L, 1.28 ± 0.58 mmol/L and 1.33 ± 0.35 mmol/L respectively, more potently active than that of the positive control, Cyanazine, with its EC50 values of 1.56 ± 0.44 mmol/L. However, none of the compounds proved to be active against the tested bacteria (Erwinia carotovora, Pseudomonas syringae, and Ralstonia solanacearum). View Full-Text
Keywords: Fraxinus hupehensis; isolation and characterization; phytochemical investigation; fungicide; herbicidal activity Fraxinus hupehensis; isolation and characterization; phytochemical investigation; fungicide; herbicidal activity
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MDPI and ACS Style

Zhao, C.-N.; Yao, Z.-L.; Yang, D.; Ke, J.; Wu, Q.-L.; Li, J.-K.; Zhou, X.-D. Chemical Constituents from Fraxinus hupehensis and Their Antifungal and Herbicidal Activities. Biomolecules 2020, 10, 74.

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