Design, synthesis, and bioactivities of novel oxadiazole-substituted pyrazole oximes.

Journal: Bioorganic & medicinal chemistry letters
PMID:

Abstract

A series of novel pyrazole oxime derivatives containing a substituted oxadiazole group were designed and synthesized. The bioassay results indicated that some title compounds displayed good acaricidal and insecticidal activities against Tetranychus cinnabarinus, Aphis medicaginis, Oriental armyworm, and Nilaparvata lugens. Especially, compounds 7a, 7b, and 7c had 80%, 90%, and 90% insecticidal activities against A. medicaginis at 20μg/mL, respectively. Interestingly, some of the designed compounds displayed wonderful fungicidal activities in vivo against cucumber Pseudoperonospora cubensis. Furthermore, compounds 7a (EC=4.97μg/mL) and 7h (EC=0.51μg/mL) showed excellent fungicidal activity against P. cubensis comparable or better than that of the control Pyraclostrobin (EC=4.59μg/mL).

Authors

  • Hong Dai
    Beijing Institute for Drug Control, MNPA Key Laboratory for Quality Evaluation of Traditional Chinese Medicine (Traditional Chinese Medicine), MNPA Key Laboratory for Research and Evaluation of Generic Drugs, Beijing Key Laboratory of Analysis and Evaluation on Chinese Medicine Beijing 102206 China gcc1125@163.com.
  • Jia Chen
    Department of Oncology Internal Medicine, Nantong Tumor Hospital, Affiliated Tumor Hospital of Nantong University, Nantong, China.
  • Gang Li
    The Centre for Cyber Resilience and Trust, Deakin University, Australia.
  • Shushan Ge
    School of Pharmacy, Nantong University, Nantong 226001, People's Republic of China.
  • Yujun Shi
    College of Chemistry and Chemical Engineering, Nantong University, Nantong 226019, People's Republic of China. Electronic address: yjshi2015@163.com.
  • Yuan Fang
    Department of Neurology, Dongyang People's Hospital, Affiliated to Wenzhou Medical University, Dongyang, China.
  • Yong Ling
    School of Pharmacy, Nantong University, Nantong 226001, People's Republic of China. Electronic address: yling2015@aliyun.com.