Evaluation of antifungal activities and structure-activity relationships of coumarin derivatives

  • Pest Manag Sci. 2017 Jan;73(1):94-101. doi: 10.1002/ps.4422.
Ping-Ping Song  1  2 ,  Jun Zhao  1 ,  Zong-Liang Liu  3 ,  Ya-Bing Duan  1 ,  Yi-Ping Hou  1 ,  Chun-Qing Zhao  1 ,  Min Wu  1 ,  Min Wei  2 ,  Nian-He Wang  2 ,  Ye Lv  2 ,  Zhao-Jun Han  1
Affiliations
  • 1. Key Laboratory of Monitoring and Management of Crop Diseases and Pest Insects, College of Plant Protection, Nanjing Agricultural University, Ministry of Agriculture, Nanjing, Jiangsu Province, China.
  • 2. Jiangsu Centre for Research and Development of Medicinal Plants, Institute of Botany, Jiangsu Province and the Chinese Academy of Sciences, Nanjing, Jiangsu Province, China.
  • 3. Key Laboratory of Molecular Pharmacology and Drug Evaluation, School of Pharmacy, Collaborative Innovation Centre of Advanced Drug Delivery System and Biotech Drugs in Universities of Shandong, Yantai University, Ministry of Education, Yantai, Shandong Province, China.
PMID: 27570117 DOI: 10.1002/ps.4422
Abstract

Background: Osthol is a natural coumarin and lead compound that has been developed into commercial fungicides in China. Natural Coumarins comprise five major subtypes: simple Coumarins, linear furanocoumarins, angular furanocoumarins, linear pyranocoumarins and angular pyranocoumarins. Studies pertaining to the Antifungal activities of linear pyranocoumarins are few, and no reports exist for the Antifungal activities of angular pyranocoumarins. In order to discover more Antifungal natural Coumarins, we synthesised a series of simple natural Coumarins and isolated several plant-based furanocoumarins and pyranocoumarins using previously described methods. The compounds were biologically evaluated against some plant Fungal pathogens.

Results: Several of the 35 Coumarins evaluated here exhibited strong activities against specific Fungal species, including compound 25 (Pd-D-V, a linear pyranocoumarin), compound 26 (libanorin, an angular furanocoumarin) and compound 34 (disenecioyl khellactone, an angular pyranocoumarin). Compound 25 exhibited a high activity against Sclerotinia sclerotiorum (EC50 = 13.2 µg mL-1 ); compound 34 displayed a strong Antifungal activity against Botrytis cinerea (EC50 = 11.0 µg mL-1 ).

Conclusion: This study demonstrates that several natural Coumarins (one linear pyranocoumarin and one angular pyranocoumarin in particular) exhibit strong Antifungal activities. These results call for further studies, where these Coumarins can be examined as potential lead compounds for developing novel Antifungal agents. © 2016 Society of Chemical Industry.

Keywords
angular pyranocoumarin; antifungal activity; linear pyranocoumarin; natural coumarins; structure-activity relationships.
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