Synthesis of 6- or 4-functionalized indoles via a reductive cyclization approach and evaluation as aromatase inhibitors.

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Leze MP, Palusczak A, Hartmann RW, Le Borgne M

Synthesis of 6- or 4-functionalized indoles via a reductive cyclization approach and evaluation as aromatase inhibitors.

Bioorg Med Chem Lett. 2008 Aug 15;18(16):4713-5. doi: 10.1016/j.bmcl.2008.06.094. Epub 2008 Jul 3.

PubMed ID

18640836 [ View in PubMed

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Abstract

Two new series of benzonitrile derivatives on position 6 or 4 of indole ring were successfully synthesized via a Leimgruber-Batcho reaction. All the compounds were evaluated in vitro on the inhibition of aromatase (CYP19) and 17alpha-hydroxylase-C17,20-lyase (CYP17). The racemate, 4-[(1H-imidazol-1-yl)(1H-indol-4-yl)methyl]benzonitrile 9, showed high level of inhibitory activity towards CYP19 (IC(50)=11.5 nM).

DrugBank Data that Cites this Article

Binding Properties

Drug	Target	Property	Measurement	pH	Temperature (°C)
Aminoglutethimide	Cytochrome P450 19A1	IC 50 (nM)	29750	N/A	N/A	Details
Anastrozole	Cytochrome P450 19A1	IC 50 (nM)	10	N/A	N/A	Details
Letrozole	Cytochrome P450 19A1	IC 50 (nM)	11.5	N/A	N/A	Details