Veale C.G.L., Edkins A.L., De La Mare J.-A., De Kock C., Smith P.J., Khanye S.D.
Faculty of Pharmacy, Rhodes University, Grahamstown, South Africa; Biomedical Biotechnology Research Unit, Department of Biochemistry and Microbiology, Rhodes University, Grahamstown, South Africa; Department of Pharmacology, University of Cape Town, Groote Schuur Hospital, Observatory, South Africa; Department of Chemistry, Rhodes University, Grahamstown, South Africa
Veale, C.G.L., Faculty of Pharmacy, Rhodes University, Grahamstown, South Africa; Edkins, A.L., Biomedical Biotechnology Research Unit, Department of Biochemistry and Microbiology, Rhodes University, Grahamstown, South Africa; De La Mare, J.-A., Biomedical Biotechnology Research Unit, Department of Biochemistry and Microbiology, Rhodes University, Grahamstown, South Africa; De Kock, C., Department of Pharmacology, University of Cape Town, Groote Schuur Hospital, Observatory, South Africa; Smith, P.J., Department of Pharmacology, University of Cape Town, Groote Schuur Hospital, Observatory, South Africa; Khanye, S.D., Department of Chemistry, Rhodes University, Grahamstown, South Africa
The synthesis of biologically relevant amides and esters is routinely conducted under complex reaction conditions or requires the use of additional catalysts in order to generate sensitive electrophilic species for attack by a nucleophile. Here we present the synthesis of different indolic esters and amides from indolyl-3-carbonyl nitrile, without the requirement of anhydrous reaction conditions or catalysts. Additionally, we screened these compounds for potential in vitro antimalarial and anticancer activity, revealing 1H-indolyl-3-carboxylic acid 3-(indolyl-3-carboxamide)aminobenzyl ester to have moderate activity against both lines. © 2015 Elsevier Ltd. All rights reserved.
1 h indolyl 3 carboxylic acid 3 (indolyl 3 carboxamide)aminobenzyl ester; amide; antimalarial agent; antineoplastic agent; carbonyl derivative; ester derivative; indole derivative; nitrile; unclassified drug; animal cell; antimalarial activity; antineoplastic activity; Article; breast cancer cell line; bromination; controlled study; drug cytotoxicity; drug screening; drug stability; drug synthesis; electrophilicity; fluorination; IC50; in vitro study; nonhuman; nucleophilicity; Plasmodium falciparum; structure activity relation; triple negative breast cancer