噻唑酰胺生物碱及其衍生物的合成与杀藻活性

Synthesis and algicidal activity of thiazole alkaloid and its derivatives

本文基于天然噻唑生物碱1设计合成了一系列噻唑酰胺衍生物,采用氢谱(~1H NMR)、碳谱(^(13)C NMR)、高分辨质谱(HRMS)对所合成化合物进行了表征,并研究了它们对有害藻铜绿微囊藻(Microcysis aeruginosa)和斜生栅藻(Scenedesmus Obliquus)抑制活性,初步总结了其结构与活性的关系.活性数据表明,大部分化合物表现出比天然噻唑生物碱1更高的杀藻活性.初步结构与活性关系研究表明,噻唑酰胺是该类化合物杀藻活性中心,苯环与芳杂环直接结合噻唑酰胺可以提高活性.化合物TM7对斜生栅藻半抑制浓度(IC_(50))达到0.45 mg/L,表现出很高的抑制活性,明显优于对照药剂CuSO_4和敌草隆,展示出良好的研究潜力.

A series of thiazole amides were designed and synthesized based on a thiazole alkaloid, N-（2-（1Hindol-3-yl）ethyl）-2-acetylthiazole-4-carboxamide（1）. These compounds were characterized through 1H NMR, （13）C NMR, and high-resolution mass spectrometry. Bioassays showed that most of the target compounds exhibited higher algicidal activity against harmful algae Scenedesmus obliqnus and Microcystis aeruginosa than compound 1. The preliminary structure-activity relationship study revealed that thiazoles amides part was proposed to be the active central, and benzene ring and aromatic heterocyclic ring bonded to thiazole amides could enhance algicidal activity. Especially, compound TM7 exhibits promising efficacy in controlling Microcystis aeruginosa with IC_（50） value 0.45 mg/L, which is better than CuSO_4 and diuron.