Design, synthesis, antibacterial and insecticidal activities of novel N-phenylpyrazole fraxinellone hybrid compounds. Issue 19 (16th February 2017)

• Record Type: Journal Article
• Authors: Guo, Yong; Wang, Xiaoguang; Qu, Lailiang; Xu, Shengnan; Zhao, Yi; Xie, Ruoqian; Huang, Mengxing; Zhang, Yanbing
• Is Part Of: RSC advances. Volume 7:Issue 19(2017)
• Page Start: 11796
• Page End: 11802
• Publication Date: 2017-02-16
• Subjects: Chemistry -- Periodicals; 540.5
• DOI: 10.1039/c6ra28064a
• Languages: English
• ISSNs: 2046-2069

Abstract

Abstract : A series of 20 novel N -phenylpyrazole fraxinellone hybrid compounds were prepared and evaluated for their antibacterial and insecticidal activities. Abstract : In continuation of our research aimed at the discovery and development of natural product-based antimicrobial and insecticidal agents, a series of 20 novel N -phenylpyrazole fraxinellone hybrid compounds were prepared and evaluated for their antibacterial and insecticidal activities. Two key steric configurations of compounds4h and4r were unambiguously determined by X-ray crystallography. Although only compound4g showed better antibacterial activity against Bacillus subtilis with MIC value of 4 μg mL −1, than insecticidal activity, compounds4n, 4o and4t exhibited more promising insecticidal activity with final mortality rates (FMRs) of >60%, when compared with their precursor fraxinellone and the positive control toosendanin. This suggested that introducing polyhalogenated phenylpyrazole at C-4 and C-5 positions of fraxinellone could lead to more promising insecticidal derivatives than monohalogenated phenylpyrazole, especially introducing N -(2-chloro-4-fluoro-phenyl)pyrazole.