Synthesis and biological activity of amide derivatives derived from natural product Waltherione F

• DOI: 10.1007/s00044-022-02852-8
• Publication Date: 2022-02-07T17:18:48Z
• Authors: Hongbin Fang; Zhanfang Chen; Xuewen Hua; Wenrui Liu; Chenmeng Xue; Yi Liu; Xiaohe Zhu; Man Yuan; Shuang Cheng; Bingxiang Wang; Jing Ru; Dzmitry Bazhanau; Yanhong Cui
• Keywords: 0301 basic medicine; 0303 health sciences; 03 medical and health sciences; 3. Good health

Abstract Structural optimization based on natural products has become an effective way to develop new green fungicides, which provide important guiding significance for practicing the new development concept and promoting the green development of pesticides. In this project, combined with the fungicidal amide lead compound X-I-4 discovered in our previous work and fungicidal piperazine derivatives reported in literatures, the target compounds containing 4-quinolone and piperazine substructures based on waltherione F were designed, synthesized and screened for their biological activity. The bioassay results indicated that compounds I-3, I-5, II-3, II-7, II-10, II-11 and II-13 displayed higher inhibition rates against Rhizoctonia solani than other tested compounds. The in vitro cellular cytotoxicity assay revealed the compounds II-6 and II-11 exhibited higher cytotoxicity against HepG2 than other tested compounds. The fluorescence characteristics investigation showed that the absolute fluorescence QY value of the methanol solution of the compound I-6 was higher than those of I-2, I-3, I-7 and I-8, which was further elucidated by TD-DFT.