Isolation and Total Synthesis of Bromoiesol sulfates, Antitrypanosomal arylethers from a Salileptolyngbya sp. Marine Cyanobacterium

Akira Ebihara, Arihiro Iwasaki, Youhei Miura, Ghulam Jeelani, Tomoyoshi Nozaki, Kiyotake Suenaga

研究成果: Article査読

抄録

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.

本文言語English
ページ(範囲)11763-11770
ページ数8
ジャーナルJournal of Organic Chemistry
86
17
DOI
出版ステータスPublished - 2021 9月 3

ASJC Scopus subject areas

  • 有機化学

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