We report the synthesis and the affinity data at both the peripheral (PBR) and the central benzodiazepine receptors of a series of N,N-dialkyl-2-phenylindol-3-ylglyoxylamide derivatives III, designed as conformationally constrained analogues of 2-phenylindole-3-acetamides II such as FGIN-1-27. Most of the new compounds showed a high specificity and affinity for PBR, with Ki in the nanomolar to subnanomolar range. The most potent ligands (4−7, 9, 13−27) stimulated steroid biosynthesis in rat C6 glioma cells with a potency similar to or higher than that of classical ligands. The SARs of this new class of compounds are discussed.

N,N-Dialkyl-2-phenylindol-3-ylglyoxylamides. A new class of Potent and Selective Ligands at the Peripheral Benzodiazepine Receptor / G., Primofiore; F., DA SETTIMO; S., Taliani; F., Simorini; M. P., Patrizi; Novellino, Ettore; Greco, Giovanni; ABIGNENTE DI FRASSELLO, Enrico; B., Costa; B., Chelli; C., Martini. - In: JOURNAL OF MEDICINAL CHEMISTRY. - ISSN 0022-2623. - STAMPA. - 47:7(2004), pp. 1852-1855. [10.1021/jm030973k]

N,N-Dialkyl-2-phenylindol-3-ylglyoxylamides. A new class of Potent and Selective Ligands at the Peripheral Benzodiazepine Receptor.

NOVELLINO, ETTORE;GRECO, GIOVANNI;ABIGNENTE DI FRASSELLO, ENRICO;
2004

Abstract

We report the synthesis and the affinity data at both the peripheral (PBR) and the central benzodiazepine receptors of a series of N,N-dialkyl-2-phenylindol-3-ylglyoxylamide derivatives III, designed as conformationally constrained analogues of 2-phenylindole-3-acetamides II such as FGIN-1-27. Most of the new compounds showed a high specificity and affinity for PBR, with Ki in the nanomolar to subnanomolar range. The most potent ligands (4−7, 9, 13−27) stimulated steroid biosynthesis in rat C6 glioma cells with a potency similar to or higher than that of classical ligands. The SARs of this new class of compounds are discussed.
2004
N,N-Dialkyl-2-phenylindol-3-ylglyoxylamides. A new class of Potent and Selective Ligands at the Peripheral Benzodiazepine Receptor / G., Primofiore; F., DA SETTIMO; S., Taliani; F., Simorini; M. P., Patrizi; Novellino, Ettore; Greco, Giovanni; ABIGNENTE DI FRASSELLO, Enrico; B., Costa; B., Chelli; C., Martini. - In: JOURNAL OF MEDICINAL CHEMISTRY. - ISSN 0022-2623. - STAMPA. - 47:7(2004), pp. 1852-1855. [10.1021/jm030973k]
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Utilizza questo identificativo per citare o creare un link a questo documento: https://hdl.handle.net/11588/415532
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