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

1
Laboratoire ARNA, INSERM U1212/UMR CNRS 5320, UFR des Sciences Pharmaceutiques, Univ. Bordeaux, 146 rue Léo Saignat, F-33076 Bordeaux CEDEX, France
2
INSERM U1094, Tropical Neuroepidemiology, Institute of Neuroepidemiology and Tropical Neurology, Université de Limoges, F-87025 Limoges, France
3
IHU Méditerranée Infection, UMR VITROME, Aix-Marseille Univ., 19-21 Boulevard Jean Moulin, 13005 Marseille, France
4
ISM-CNRS UMR 5255, Univ. Bordeaux, F-33405 Talence CEDEX, France
5
AGIR (Agents Infectieux, Résistance et chimiothérapie), EA 4294, UFR de Pharmacie, Université de Picardie Jules Verne, F-80037 Amiens, France
*
Author to whom correspondence should be addressed.
Molbank 2019, 2019(2), M1060; https://doi.org/10.3390/M1060
Received: 9 April 2019 / Revised: 6 May 2019 / Accepted: 7 May 2019 / Published: 9 May 2019
(This article belongs to the Section Organic Synthesis)
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Abstract

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. View Full-Text
Keywords: indole derivative; antimalarial activity; antileishmanial activity; antitrypanosomal activity indole derivative; antimalarial activity; antileishmanial activity; antitrypanosomal activity
This is an open access article distributed under the Creative Commons Attribution License which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited (CC BY 4.0).

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Guillon, J.; Boudot, C.; Cohen, A.; Savrimoutou, S.; Rubio, S.; Milano, V.; Marchivie, M.; Azas, N.; Mullié, C.; Sonnet, P.; Courtioux, B. Synthesis of 1H-3-{4-[(3-Dimethylaminopropyl)aminomethyl]phenyl}-2-phenylindole and Evaluation of Its Antiprotozoal Activity. Molbank 2019, 2019, M1060.

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