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

Autor:	Arihiro Iwasaki, Kiyotake Suenaga, Youhei Miura, Akira Ebihara, Ghulam Jeelani, Tomoyoshi Nozaki
Rok vydání:	2021
Předmět:	chemistry.chemical_compound Hydrolysis chemistry Stereochemistry Aryl Organic Chemistry Total synthesis Trypanosoma brucei rhodesiense Sulfate Small molecule
Zdroj:	The Journal of Organic Chemistry. 86:11763-11770
ISSN:	1520-6904 0022-3263
Popis:	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.
Databáze:	OpenAIRE
Externí odkaz:	https://explore.openaire.eu/search/publication?articleId=doi_________::775e996f83723fbfff28388a68bc71de https://doi.org/10.1021/acs.joc.1c01214 Zobrazit plný text záznamu