1259294-08-0Relevant articles and documents
Coumarin Derivatives Exert Anti-Lung Cancer Activity by Inhibition of Epithelial–Mesenchymal Transition and Migration in A549 Cells
Barreto, Emiliano,Bourguignon, Jean-Jacques,Dos Santos Carmo, Julianderson de Oliveira,Filho, José Maria Barbosa,Mendon?a-Junior, Francisco Jaime Bezerra,Rodarte, Renato Santos,Schmitt, Martine,Silva, Simone Lara de Omena,Souza, Tayhana Priscila Medeiros,da Silva, Camila Radelley Azevedo Costa,de Aquino, Thiago Mendon?a,de Araújo, Rodrigo Santos Aquino,de Mélo, Natália Barbosa,de Moura, Ricardo Olímpio
, (2022/01/24)
A series of coumarin derivatives and isosteres were synthesized from the reaction of triflic intermediates with phenylboronic acids, terminal alkynes, and organozinc compounds through palladium-catalyzed cross-coupling reactions. The in vitro cytotoxic ef
Synthesis and biological evaluation of (6- and 7-Phenyl) coumarin derivatives as selective nonsteroidal inhibitors of 17β-hydroxysteroid dehydrogenase type 1
Star?evi?, ?tefan,Bro?i?, Petra,Turk, Samo,Cesar, Jo?ko,Lani?nik Ri?ner, Tea,Gobec, Stanislav
experimental part, p. 248 - 261 (2011/03/22)
17β-Hydroxysteroid dehydrogenase type 1 (17β-HSD1) is an enzyme that catalyzes NADPH-dependent reduction of the weak estrogen, estrone, into the most potent estrogen, estradiol, which exerts proliferative effects via the estrogen receptors. Overexpression of 17β-HSD1 in estrogen-responsive tissues is related to the development of hormone-dependent diseases, such as breast cancer and endometriosis; thus, 17β-HSD1 represents an attractive target for the development of new therapies. We have discovered that simple coumarines 1 and 2 significantly inhibit 17β-HSD1 in a recombinant enzyme assay, with high selectivity against 17β-HSD2. We postulated that the introduction of various p-substituted phenyl moieties to position 6 or 7 of the coumarin core using the Suzuki-Miyaura cross-coupling reaction would provide mimetics of steroidal structures with improved inhibition of 17β-HSD1. The best inhibitor in the series proved to be 6a, with an IC50 of 270 nM, and with exceptional selectivity for 17β-HSD1 over 17β-HSD2 and against the α and β estrogen receptors.