Design, synthesis, antifungal activity, and 3D-QSAR of coumarin derivatives

In our research, a series of 8-substituted coumarin derivatives were synthesized, and their structures were confirmed by FT-IR, 1H-NMR, and MS (or HRMS). In activity screening, the synthesized compounds exhibited potent antifungal activity against 4 phytopathogenic fungi: Botrytis cinerea, Colletotr...

Full description

Saved in:
Bibliographic Details
Published in:Journal of Pesticide Science 2018/05/17, Vol.43(2), pp.88-95
Main Authors: Wei, Yan, Peng, Wei, Wang, Dong, Hao, Shuang-Hong, Li, Wen-Wen, Ding, Fei
Format: Article
Language:English
Subjects:
3D-QSAR
8-substituted coumarin
antifungal activity
Original
synthesis
Citations: Items that this one cites
Items that cite this one
Online Access:Get full text
Tags: Add Tag
No Tags, Be the first to tag this record!
Description
Summary:In our research, a series of 8-substituted coumarin derivatives were synthesized, and their structures were confirmed by FT-IR, 1H-NMR, and MS (or HRMS). In activity screening, the synthesized compounds exhibited potent antifungal activity against 4 phytopathogenic fungi: Botrytis cinerea, Colletotrichum gloeosporioides, Fusarium oxysporum, and Valsa mali. Notably, 8-chloro coumarin and ethyl 8-chloro-coumarin-3-carboxylate showed the strongest fungus inhibition with EC50 of 0.085 and 0.078 mmol/L against V. mali. Furthermore, 3D-QSAR models (CoMFA and CoMSIA) of the title compounds against V. mali were established on the basis of their antifungal activities. The results indicated that the appropriate small, hydrophilic and electron-withdrawing groups on coumarin’s C-3 and C-8, respectively, could enhance the antifungal activity. The information obtained will be very helpful for designing new derivatives with high antifungal activities.
ISSN:1348-589X
1349-0923
DOI:10.1584/jpestics.D17-075