Synthesis and SAR of cis-1-benzoyl-1,2,3,4-tetrahydroquinoline ligands for control of gene expression in ecdysone responsive systems
Autor(es): Smith Howard C,Cavanaugh Caitlin K,Friz Jennifer L,Thompson Christine S,Saggers Jessica A,Michelotti Enrique L,Garcia Javier,Tice Colin M
Resumo: A library of 35 cis-1-benzoyl-2-methyl-4-(phenylamino)-1,2,3,4-tetrahydroquinolines was prepared. The compounds bore various substitutuents on the benzoyl ring, at the 4-position of the phenylamino ring and at the 6-position of the tetrahydroquinoline ring. The compounds were assayed for their ability to cause expression of a reporter gene downstream of an ecdysone response element in a mammalian cell line engineered to express the ecdysone receptor from Aedes aegypti. In general, compounds with small lipophilic substituents at the meta and para-positions of the benzoyl ring and hydrogen or fluorine at the 4-position of the phenylamino ring and the 6-position of the tetrahydroquinoline ring were the most potent.
Imprenta: Bioorganic & Medicinal Chemistry Letters, v. 13, n. 11, p. 1943-1946, 2003
Identificador do objeto digital: 10.3390/molecules18033565
Descritores: Aedes aegypti - Cell ; Aedes aegypti - Molecular Structure ; Aedes aegypti - Pathogenesis ; Aedes aegypti - Proteins
Data de publicação: 2003
