Isolation and Total Synthesis of Bromoiesol sulfates, Antitrypanosomal arylethers from a Salileptolyngbya sp. Marine Cyanobacterium
Isolation and Total Synthesis of Bromoiesol sulfates, Antitrypanosomal arylethers from a Salileptolyngbya sp. Marine Cyanobacterium
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DOI：
10.1021/acs.joc.1c01214
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发表时间：
2021-08-16
影响因子：
3.6
通讯作者：
Suenaga, Kiyotake
中科院分区：
文献类型：
--
作者：
Ebihara, Akira;Iwasaki, Arihiro;Suenaga, Kiyotake
从一株Salileptolyngbya sp.中分离得到两个新的多卤代芳基硫酸盐--溴代醇硫酸盐A(1)和B(2)。海洋蓝藻及其水解物，溴土A(3)和B(4)。为了提取它们的候选结构，我们使用了基于人工智能的结构预测工具-小分子精确识别技术(SMART)，并在溴土壤(3和4)单晶X射线衍射分析的基础上对它们的结构进行了解析。此外，为了验证结构，实现了溴化醇A硫酸盐(1)和溴化醇A(3)的全合成。溴醇家族，尤其是溴醇(3和4)选择性地抑制布鲁氏锥虫的血液生长，该锥虫是人类非洲昏睡病的病原体。
Bromoiesol sulfates A (1) and B (2), new polyhalogenated aryl sulfates, were isolated from a Salileptolyngbya sp. marine cyanobacterium along with their hydrolyzed compounds, bromoiesols A (3) and B (4). To pick up the candidates of their structures, we used Small Molecule Accurate Recognition Technology (SMART), an artificial intelligence-based structure-prediction tool, and their structures were elucidated on the basis of single-crystal X-ray diffraction analysis of bromoiesols (3 and 4). In addition, to verify the structures, the total synthesis of bromoiesol A sulfate (1) and bromoiesol A (3) was achieved. The bromoiesol family, especially bromoiesols (3 and 4), selectively inhibited the growth of the bloodstream form of Trypanosoma brucei rhodesiense, the causative agent of human African sleeping sickness.