Synthesis and biological evaluation of 2-arylbenzimidazoles targeting Leishmania donovani

Leena Keurulainen; Antti Siiskonen; Abedelmajeed Nasereddin; Dmitry Kopelyanskiy; Nina Sacerdoti-Sierra; Teppo O. Leino; Paivi Tammela; Jari Yli-Kauhaluoma; Charles L. Jaffe; Paula Kiuru

doi:10.1016/j.bmcl.2015.03.027

Synthesis and biological evaluation of 2-arylbenzimidazoles targeting Leishmania donovani

Leena Keurulainen, Antti Siiskonen, Abedelmajeed Nasereddin, Dmitry Kopelyanskiy, Nina Sacerdoti-Sierra, Teppo O. Leino, Paivi Tammela, Jari Yli-Kauhaluoma, Charles L. Jaffe, Paula Kiuru

Research output: Contribution to journal › Article › Scientific › peer-review

17 Citations (Scopus)

Abstract

A set of 56 2-arylbenzimidazoles was designed, synthesized and tested against Leishmania donovani amastigotes. The left- and right-hand side rings of the molecule, as well as the amide linker were modified. Structurally different derivatives were screened on Leishmania donovani axenic amastigotes at concentrations of 5, 15 and 50 mu M, and the ten most active derivatives were selected for further testing. 2-Arylbenzimidazole derivative 24 was active against Leishmania donovani-infected THP-1 cells showing 46% parasite inhibition at 5 mu M. (C) 2015 Elsevier Ltd. All rights reserved.

Original language	English
Pages (from-to)	1933-1937
Number of pages	5
Journal	Bioorganic and Medicinal Chemistry Letters
Volume	25
Issue number	9
DOIs	https://doi.org/10.1016/j.bmcl.2015.03.027
Publication status	Published - 1 May 2015
Externally published	Yes
Publication type	A1 Journal article-refereed

Funding

This study was supported by the Academy of Finland (projects 264020 and 265481 to J.Y.K.), and the Michael and Penny Feiwel Professorial Chair of Dermatology (C.L.J.).

Keywords

2-Arylbenzimidazoles
Leishmania donovani
Antileishmanial activity
Biological activity
Medicinal chemistry
CHLAMYDIA-PNEUMONIAE
AMASTIGOTES
DERIVATIVES
INHIBITORS
ANALOGS
DESIGN

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title = "Synthesis and biological evaluation of 2-arylbenzimidazoles targeting Leishmania donovani",

abstract = "A set of 56 2-arylbenzimidazoles was designed, synthesized and tested against Leishmania donovani amastigotes. The left- and right-hand side rings of the molecule, as well as the amide linker were modified. Structurally different derivatives were screened on Leishmania donovani axenic amastigotes at concentrations of 5, 15 and 50 mu M, and the ten most active derivatives were selected for further testing. 2-Arylbenzimidazole derivative 24 was active against Leishmania donovani-infected THP-1 cells showing 46% parasite inhibition at 5 mu M. (C) 2015 Elsevier Ltd. All rights reserved.",

keywords = "2-Arylbenzimidazoles, Leishmania donovani, Antileishmanial activity, Biological activity, Medicinal chemistry, CHLAMYDIA-PNEUMONIAE, AMASTIGOTES, DERIVATIVES, INHIBITORS, ANALOGS, DESIGN",

author = "Leena Keurulainen and Antti Siiskonen and Abedelmajeed Nasereddin and Dmitry Kopelyanskiy and Nina Sacerdoti-Sierra and Leino, {Teppo O.} and Paivi Tammela and Jari Yli-Kauhaluoma and Jaffe, {Charles L.} and Paula Kiuru",

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doi = "10.1016/j.bmcl.2015.03.027",

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AU - Keurulainen, Leena

AU - Siiskonen, Antti

AU - Nasereddin, Abedelmajeed

AU - Kopelyanskiy, Dmitry

AU - Sacerdoti-Sierra, Nina

AU - Leino, Teppo O.

AU - Tammela, Paivi

AU - Yli-Kauhaluoma, Jari

AU - Jaffe, Charles L.

AU - Kiuru, Paula

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AB - A set of 56 2-arylbenzimidazoles was designed, synthesized and tested against Leishmania donovani amastigotes. The left- and right-hand side rings of the molecule, as well as the amide linker were modified. Structurally different derivatives were screened on Leishmania donovani axenic amastigotes at concentrations of 5, 15 and 50 mu M, and the ten most active derivatives were selected for further testing. 2-Arylbenzimidazole derivative 24 was active against Leishmania donovani-infected THP-1 cells showing 46% parasite inhibition at 5 mu M. (C) 2015 Elsevier Ltd. All rights reserved.

KW - 2-Arylbenzimidazoles

KW - Leishmania donovani

KW - Antileishmanial activity

KW - Biological activity

KW - Medicinal chemistry

KW - CHLAMYDIA-PNEUMONIAE

KW - AMASTIGOTES

KW - DERIVATIVES

KW - INHIBITORS

KW - ANALOGS

KW - DESIGN

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DO - 10.1016/j.bmcl.2015.03.027

M3 - Article

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VL - 25

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EP - 1937

JO - Bioorganic and Medicinal Chemistry Letters

JF - Bioorganic and Medicinal Chemistry Letters

IS - 9

ER -

Synthesis and biological evaluation of 2-arylbenzimidazoles targeting Leishmania donovani

Abstract

Funding

Keywords

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