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Design, synthesis and fungicidal activity evaluation of novel pyrimidinamine derivatives containing phenyl-thiazole/oxazole moiety.

Abstract：

:Diflumetorim is a member of pyrimidinamine fungicides that possess excellent antifungal activities. Nevertheless, as reported that the activity of diflumetorim to corn rust (Puccinia sorghi) was not ideal (EC50 = 53.26 mg/L). Herein, a series of novel pyrimidinamine derivatives containing phenyl-thiazole/oxazole moiety were designed based on our previous study and the structural characteristics of diflumetorim, synthesized and bioassayed to discover novel fungicides with excellent antifungal activities. Among these compounds, T18 gave the optimal fungicidal activity, which respectively offers control effects with EC50 values of 0.93 mg/L against P. sorghi and 1.24 mg/L against E. graminis, significantly superior to commercial fungicides diflumetorim, tebuconazole, and flusilazole. Cell cytotoxicity results suggested that compound T18 has lower toxicities than diflumetorim. Furthermore, DFT calculation indicated that the phenyl-thiazole/oxazole moiety plays an unarguable role in the improvement of activity, which will contribute to designing and developing more potent compounds in the future.

journal_name

Bioorg Med Chem

journal_title

Bioorganic & medicinal chemistry

authors

Yan Z,Liu A,Ou Y,Li J,Yi H,Zhang N,Liu M,Huang L,Ren J,Liu W,Hu A

doi

10.1016/j.bmc.2019.05.029

subject

Has Abstract

pub_date

2019-08-01 00:00:00

pages

3218-3228

issue

15

eissn

0968-0896

issn

1464-3391

pii

S0968-0896(19)30182-8

journal_volume

27

pub_type

杂志文章

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