A One-Pot, Two-Step Synthesis of Tetrahydro Asterriquinone E

Autor:	and Gerald McMahon, Harald App, Cho Tang, Ann Nguyen, Peter Hirth, G. Davis Harris, Jr.,†
Rok vydání:	1999
Předmět:	Indole test chemistry.chemical_compound Hydrolysis chemistry Organic Chemistry Two step Asterriquinone Structural isomer Carbonate Physical and Theoretical Chemistry Acetonitrile Biochemistry Medicinal chemistry
Zdroj:	Organic Letters. 1:431-434
ISSN:	1523-7052 1523-7060
Popis:	Bis(indolyl)dihydroxyquinone 2, the tetrahydro analogue of naturally occurring 1a, was synthesized by a novel, expeditious route. The short synthesis was accomplished by treating p-bromanil (3) with 2 equiv of indole 4 in the presence of cesium carbonate in acetonitrile at ambient temperature to provide a 1:1 mixture of the dibromo regioisomers 7 and 8, followed by hydrolysis of the mixture to afford 2. The synthetic compound 2 was found to inhibit the binding of the Grb2 adapter protein to tyrosine-phosphorylated EGF receptor (IC50 = 1.2 μM).
Databáze:	OpenAIRE
Externí odkaz:	https://explore.openaire.eu/search/publication?articleId=doi_________::d897bf7c86bc4e5f19d5c0f228193dc0 https://doi.org/10.1021/ol990075b Zobrazit plný text záznamu