From human immunodeficiency virus non-nucleoside reverse transcriptase inhibitors to potent and selective antitrypanosomal compounds

Muthusamy Venkatraj; Kevin Ariën; Jan Heeres; Jurgen Joossens; Bertrand Dirié; Sophie Lyssens; Johan Michiels; Paul Cos; Paul J Lewi; Guido Vanham; Louis Maes; Pieter Van der Veken; Koen Augustyns

doi:10.1016/j.bmc.2014.08.005

From human immunodeficiency virus non-nucleoside reverse transcriptase inhibitors to potent and selective antitrypanosomal compounds

Muthusamy Venkatraj, Kevin Ariën, Jan Heeres, Jurgen Joossens, Bertrand Dirié, Sophie Lyssens, Johan Michiels, Paul Cos, Paul J Lewi, Guido Vanham, Louis Maes, Pieter Van der Veken, Koen Augustyns

Virology

Research output: Contribution to journal › A1: Web of Science-article › peer-review

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Abstract

The presence of a structural recognition motif for the nucleoside P2 transporter in a library of pyrimidine and triazine non-nucleoside HIV-1 reverse transcriptase inhibitors, prompted for the evaluation of antitrypanosomal activity. It was demonstrated that the structure-activity relationship for anti-HIV and antitrypanosomal activity was different. Optimization in the diaryl triazine series led to 6-(mesityloxy)-N2-phenyl-1,3,5-triazine-2,4-diamine (69), a compound with potent in vitro and moderate in vivo antitrypanosomal activity.

Original language	English
Journal	Bioorganic and Medicinal Chemistry
Volume	22
Issue number	19
Pages (from-to)	5241-5248
Number of pages	8
ISSN	0968-0896
DOIs	https://doi.org/10.1016/j.bmc.2014.08.005
Publication status	Published - 2014

Keywords

Anti-HIV Agents
Cell Line
Cell Survival
Dose-Response Relationship, Drug
HIV Reverse Transcriptase
HIV-1
Humans
Microbial Sensitivity Tests
Molecular Structure
Parasitic Sensitivity Tests
Reverse Transcriptase Inhibitors
Structure-Activity Relationship
Trypanocidal Agents
Trypanosoma brucei brucei
Trypanosoma brucei rhodesiense

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10.1016/j.bmc.2014.08.005

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Venkatraj, M., Ariën, K., Heeres, J., Joossens, J., Dirié, B., Lyssens, S., Michiels, J., Cos, P., Lewi, P. J., Vanham, G., Maes, L., Van der Veken, P., & Augustyns, K. (2014). From human immunodeficiency virus non-nucleoside reverse transcriptase inhibitors to potent and selective antitrypanosomal compounds. Bioorganic and Medicinal Chemistry, 22(19), 5241-5248. https://doi.org/10.1016/j.bmc.2014.08.005

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title = "From human immunodeficiency virus non-nucleoside reverse transcriptase inhibitors to potent and selective antitrypanosomal compounds",

abstract = "The presence of a structural recognition motif for the nucleoside P2 transporter in a library of pyrimidine and triazine non-nucleoside HIV-1 reverse transcriptase inhibitors, prompted for the evaluation of antitrypanosomal activity. It was demonstrated that the structure-activity relationship for anti-HIV and antitrypanosomal activity was different. Optimization in the diaryl triazine series led to 6-(mesityloxy)-N2-phenyl-1,3,5-triazine-2,4-diamine (69), a compound with potent in vitro and moderate in vivo antitrypanosomal activity.",

keywords = "Anti-HIV Agents, Cell Line, Cell Survival, Dose-Response Relationship, Drug, HIV Reverse Transcriptase, HIV-1, Humans, Microbial Sensitivity Tests, Molecular Structure, Parasitic Sensitivity Tests, Reverse Transcriptase Inhibitors, Structure-Activity Relationship, Trypanocidal Agents, Trypanosoma brucei brucei, Trypanosoma brucei rhodesiense",

author = "Muthusamy Venkatraj and Kevin Ari{\"e}n and Jan Heeres and Jurgen Joossens and Bertrand Diri{\'e} and Sophie Lyssens and Johan Michiels and Paul Cos and Lewi, {Paul J} and Guido Vanham and Louis Maes and {Van der Veken}, Pieter and Koen Augustyns",

year = "2014",

doi = "10.1016/j.bmc.2014.08.005",

language = "English",

volume = "22",

pages = "5241--5248",

journal = "Bioorganic and Medicinal Chemistry",

issn = "0968-0896",

publisher = "Elsevier Limited",

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Venkatraj, M, Ariën, K, Heeres, J, Joossens, J, Dirié, B, Lyssens, S, Michiels, J, Cos, P, Lewi, PJ, Vanham, G, Maes, L, Van der Veken, P & Augustyns, K 2014, 'From human immunodeficiency virus non-nucleoside reverse transcriptase inhibitors to potent and selective antitrypanosomal compounds', Bioorganic and Medicinal Chemistry, vol. 22, no. 19, pp. 5241-5248. https://doi.org/10.1016/j.bmc.2014.08.005

TY - JOUR

T1 - From human immunodeficiency virus non-nucleoside reverse transcriptase inhibitors to potent and selective antitrypanosomal compounds

AU - Venkatraj, Muthusamy

AU - Ariën, Kevin

AU - Heeres, Jan

AU - Joossens, Jurgen

AU - Dirié, Bertrand

AU - Lyssens, Sophie

AU - Michiels, Johan

AU - Cos, Paul

AU - Lewi, Paul J

AU - Vanham, Guido

AU - Maes, Louis

AU - Van der Veken, Pieter

AU - Augustyns, Koen

PY - 2014

Y1 - 2014

N2 - The presence of a structural recognition motif for the nucleoside P2 transporter in a library of pyrimidine and triazine non-nucleoside HIV-1 reverse transcriptase inhibitors, prompted for the evaluation of antitrypanosomal activity. It was demonstrated that the structure-activity relationship for anti-HIV and antitrypanosomal activity was different. Optimization in the diaryl triazine series led to 6-(mesityloxy)-N2-phenyl-1,3,5-triazine-2,4-diamine (69), a compound with potent in vitro and moderate in vivo antitrypanosomal activity.

AB - The presence of a structural recognition motif for the nucleoside P2 transporter in a library of pyrimidine and triazine non-nucleoside HIV-1 reverse transcriptase inhibitors, prompted for the evaluation of antitrypanosomal activity. It was demonstrated that the structure-activity relationship for anti-HIV and antitrypanosomal activity was different. Optimization in the diaryl triazine series led to 6-(mesityloxy)-N2-phenyl-1,3,5-triazine-2,4-diamine (69), a compound with potent in vitro and moderate in vivo antitrypanosomal activity.

KW - Anti-HIV Agents

KW - Cell Line

KW - Cell Survival

KW - Dose-Response Relationship, Drug

KW - HIV Reverse Transcriptase

KW - HIV-1

KW - Humans

KW - Microbial Sensitivity Tests

KW - Molecular Structure

KW - Parasitic Sensitivity Tests

KW - Reverse Transcriptase Inhibitors

KW - Structure-Activity Relationship

KW - Trypanocidal Agents

KW - Trypanosoma brucei brucei

KW - Trypanosoma brucei rhodesiense

U2 - 10.1016/j.bmc.2014.08.005

DO - 10.1016/j.bmc.2014.08.005

M3 - A1: Web of Science-article

C2 - 25199582

SN - 0968-0896

VL - 22

SP - 5241

EP - 5248

JO - Bioorganic and Medicinal Chemistry

JF - Bioorganic and Medicinal Chemistry

IS - 19

ER -

From human immunodeficiency virus non-nucleoside reverse transcriptase inhibitors to potent and selective antitrypanosomal compounds

Abstract

Keywords

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