title: Unprecedented C-2 arylation of indole with diazonium salts: Syntheses of 2,3-disubstituted indoles and their antimicrobial activity.
abstract: 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 sulfur atoms without any loss of activity.
authors.affiliation: Department of Biology, New Mexico Institute of Mining and Technology, Socorro, NM 87801, USA.
authors.forename: Seth
authors.initials: S
authors.lastname: Daly
authors.forename: Kathryn
authors.initials: K
authors.lastname: Hayden
authors.forename: Indranil
authors.initials: I
authors.lastname: Malik
authors.forename: Nikki
authors.initials: N
authors.lastname: Porch
authors.forename: Hong
authors.initials: H
authors.lastname: Tang
authors.forename: Snezna
authors.initials: S
authors.lastname: Rogelj
authors.forename: Liliya V
authors.initials: LV
authors.lastname: Frolova
authors.forename: Katrina
authors.initials: K
authors.lastname: Lepthien
authors.forename: Alexander
authors.initials: A
authors.lastname: Kornienko
authors.forename: Igor V
authors.initials: IV
authors.lastname: Magedov
mesh_terms: D000900:Anti-Bacterial Agents / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology*; D000935:Antifungal Agents / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology*; D001419:Bacteria / Q000187:drug effects*; D003979:Diazonium Compounds / Q000737:chemistry*; D005658:Fungi / Q000187:drug effects*; D007211:Indoles / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology*; D008826:Microbial Sensitivity Tests; D015394:Molecular Structure; D012492:Salts / Q000737:chemistry; D013237:Stereoisomerism; D013329:Structure-Activity Relationship
chemical_list: D000900:Anti-Bacterial Agents; D000935:Antifungal Agents; D003979:Diazonium Compounds; D007211:Indoles; D012492:Salts