Synthesis of 1H-3-{4-[(3-Dimethylaminopropyl)aminomethyl]phenyl}-2-phenylindole and Evaluation of Its Antiprotozoal Activity

Jean Guillon (1) , Clotilde Boudot (2) , Anita Cohen (3) , Solène Savrimoutou (4) , Sandra Rubio (4) , Vittoria Milano (4) , Mathieu Marchivie (5) , Nadine Azas (3) , Catherine Mullié (6) , Pascal Sonnet (7) , Bertrand Courtioux (8, 2)

1 ARNA - Régulations Naturelles et Artificielles
2 NET - Neuroépidémiologie Tropicale
3 VITROME - Vecteurs - Infections tropicales et méditerranéennes
4 ARNA - Acides Nucléiques : Régulations Naturelle et Artificielle
5 ICMCB - Institut de Chimie de la Matière Condensée de Bordeaux
6 LG2A - Laboratoire de Glycochimie, des Antimicrobiens et des Agro-ressources - UMR CNRS 7378
7 AGIR - Agents infectieux, résistance et chimiothérapie - UR UPJV 4294
8 UNILIM - Université de Limoges

1H-3-{4-[(3-Dimethylaminopropyl)aminomethyl]phenyl}-2-phenylindole was synthesized via a multi-step pathway starting from 2-iodoaniline. Structure characterization of this new indole compound was achieved by 1H-NMR, 13C-NMR and ESI-MS spectral analysis. The title compound was screened in vitro against three protozoan parasites (Plasmodium falciparum, Leishmania donovani and Trypanosoma brucei brucei). Biological results showed antiparasitic activity with IC50 values in the μM range.

Mots clés: antileishmanial activity; antitrypanosomal activity; indole derivative; antimalarial activity

Domaines: Chimie thérapeutique

Jean Guillon, Clotilde Boudot, Anita Cohen, Solène Savrimoutou, Sandra Rubio, et al.. Synthesis of 1H-3-{4-[(3-Dimethylaminopropyl)aminomethyl]phenyl}-2-phenylindole and Evaluation of Its Antiprotozoal Activity. Molbank, 2019, 2019 (2), pp.M1060. ⟨10.3390/M1060⟩. ⟨hal-02149772⟩