4.7 Article

Synthesis and biological activity of novel Pyrazolo[3,4-d]pyrimidin-4-one derivatives as potent antifungal agent

Journal

PEST MANAGEMENT SCIENCE
Volume 77, Issue 7, Pages 3529-3537

Publisher

JOHN WILEY & SONS LTD
DOI: 10.1002/ps.6406

Keywords

fungicide; pyrazole; pyrimidinone; structure– activity relationships

Funding

  1. Natural Science Foundation of Education Committee of Anhui Province [KJ2018A0162, 20238002]
  2. National Key R&D Program of China [2017YFD0600805]
  3. Anhui province Natural Science Funds for Distinguished Young Scholar [2008085J09]

Ask authors/readers for more resources

Novel fungicide derivatives with a pyrazolo[3,4-d]pyrimidin-4-one skeleton were synthesized and evaluated for antifungal activities. Compound 8Vc, with introduced chiral groups, showed significant antifungal activity against Valsa mali and Physalospora piricola by potentially altering mycelial morphology and increasing cell membrane permeability, providing valuable insights for future antifungal agents.
BACKGROUND To promote the discovery and development of new fungicide with novel scaffolds or modes of action, a series of novel 5-(2-chloroethyl)-1-phenyl-6-(pyridin-4-yl)-1,5-dihydro-4H-pyrazolo[3,4-d]pyrimidin-4-one derivatives were synthesized, and evaluated for their antifungal activities. RESULTS The bioassay data showed that compound 8IIId (EC50 = 1.93 mg L-1) is superior to boscalid (EC50 = 6.71 mg L-1) against Valsa mali. We introduced chiral groups on the structure of 8IIId, and two chiral configurations were respectively synthesized, which are 8Vc and 8Vd. Surprisingly, 8Vc showed significant antifungal activities against Valsa mali and Physalospora piricola with EC50 values of 0.22 and 0.55 mg L-1. Physiological and biochemical studies showed that the primary action mechanism of compound 8Vc on Valsa mali may involve changing mycelial morphology and increasing cell membrane permeability. CONCLUSION These results demonstrated that 8Vc could be further modified as fungicide and provided a valuable reference for antifungal agents with pyrazolo[3,4-d]pyrimidin-4-one skeleton.

Authors

I am an author on this paper
Click your name to claim this paper and add it to your profile.

Reviews

Primary Rating

4.7
Not enough ratings

Secondary Ratings

Novelty
-
Significance
-
Scientific rigor
-
Rate this paper

Recommended

No Data Available
No Data Available