Unprecedented C-2 arylation of indole with diazonium salts: Syntheses of 2,3-disubstituted indoles and their antimicrobial activity

Autor:	Nikki Porch, Igor V. Magedov, Alexander Kornienko, Liliya V. Frolova, Kathryn Hayden, Snezna Rogelj, Indranil Malik, Hong Tang, Seth M. Daly, Katrina Lepthien
Rok vydání:	2011
Předmět:	Antifungal Agents Indoles Clinical Biochemistry Pharmaceutical Science chemistry.chemical_element Stereoisomerism Microbial Sensitivity Tests Biochemistry Article Structure-Activity Relationship chemistry.chemical_compound Thioether Drug Discovery Structure–activity relationship Organic chemistry Molecule Molecular Biology Indole test chemistry.chemical_classification Diazonium Compounds Bacteria Molecular Structure Organic Chemistry Fungi Antimicrobial Sulfur Anti-Bacterial Agents chemistry Molecular Medicine Salts
Zdroj:	Bioorganic & Medicinal Chemistry Letters. 21:4720-4723
ISSN:	0960-894X
DOI:	10.1016/j.bmcl.2011.06.081
Popis:	A novel reaction of indole with aryldiazonium salts leading to the formation of 2-aryl-3-(arylazo)indoles was discovered. The products were found to possess potent anti-MRSA and anti-LLVRE activities. The SAR studies indicate that the potentially metabolically labile azo functionality can be replaced with ether oxygen and thioether sulphur atoms without any loss of activity.
Databáze:	OpenAIRE
Externí odkaz:	https://explore.openaire.eu/search/publication?articleId=doi_dedup___::d529cf6336fdddfb6864007eebc96406 https://doi.org/10.1016/j.bmcl.2011.06.081 Zobrazit plný text záznamu Full Text from ScienceDirect