SAR studies on azasterols as potential anti-trypanosomal and anti-leishmanial agents

Federica Gigante; Marcel Kaiser; Reto Brun; Ian H. Gilbert

doi:10.1016/j.bmc.2009.06.062

SAR studies on azasterols as potential anti-trypanosomal and anti-leishmanial agents

Federica Gigante, Marcel Kaiser, Reto Brun, Ian H. Gilbert

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19 Citations (Scopus)

Abstract

There is an urgent need for the development of new drugs for the treatment of neglected tropical diseases such as human African trypanosomiasis, Chagas disease and leishmaniasis. Azasterols, have been shown to have activity against the parasites which cause these diseases. In this paper we report synthesis of new azasterols and subsequent analysis of the SAR. The chemistry focused on variations in the ester at the 3 beta-position of the sterol and the position of the nitrogen in the side chain. The data allowed us to derive preliminary pharmacophore models for the activity of the azasterols against the parasites which cause these diseases. (C) 2009 Elsevier Ltd. All rights reserved.

Original language	English
Pages (from-to)	5950-5961
Number of pages	12
Journal	Bioorganic & Medicinal Chemistry
Volume	17
Issue number	16
DOIs	https://doi.org/10.1016/j.bmc.2009.06.062
Publication status	Published - 15 Aug 2009

Keywords

Trypanosomiasis
Leishmaniasis
Azasterols
DELTA-24-STEROL METHYLTRANSFERASE
TRYPANOSOMA-BRUCEI
CANDIDA-ALBICANS
SQUALAMINE
DERIVATIVES
INHIBITION
ANALOGS

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10.1016/j.bmc.2009.06.062

Cite this

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title = "SAR studies on azasterols as potential anti-trypanosomal and anti-leishmanial agents",

abstract = "There is an urgent need for the development of new drugs for the treatment of neglected tropical diseases such as human African trypanosomiasis, Chagas disease and leishmaniasis. Azasterols, have been shown to have activity against the parasites which cause these diseases. In this paper we report synthesis of new azasterols and subsequent analysis of the SAR. The chemistry focused on variations in the ester at the 3 beta-position of the sterol and the position of the nitrogen in the side chain. The data allowed us to derive preliminary pharmacophore models for the activity of the azasterols against the parasites which cause these diseases. (C) 2009 Elsevier Ltd. All rights reserved.",

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author = "Federica Gigante and Marcel Kaiser and Reto Brun and Gilbert, {Ian H.}",

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doi = "10.1016/j.bmc.2009.06.062",

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T1 - SAR studies on azasterols as potential anti-trypanosomal and anti-leishmanial agents

AU - Gigante, Federica

AU - Kaiser, Marcel

AU - Brun, Reto

AU - Gilbert, Ian H.

PY - 2009/8/15

Y1 - 2009/8/15

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AB - There is an urgent need for the development of new drugs for the treatment of neglected tropical diseases such as human African trypanosomiasis, Chagas disease and leishmaniasis. Azasterols, have been shown to have activity against the parasites which cause these diseases. In this paper we report synthesis of new azasterols and subsequent analysis of the SAR. The chemistry focused on variations in the ester at the 3 beta-position of the sterol and the position of the nitrogen in the side chain. The data allowed us to derive preliminary pharmacophore models for the activity of the azasterols against the parasites which cause these diseases. (C) 2009 Elsevier Ltd. All rights reserved.

KW - Trypanosomiasis

KW - Leishmaniasis

KW - Azasterols

KW - DELTA-24-STEROL METHYLTRANSFERASE

KW - TRYPANOSOMA-BRUCEI

KW - CANDIDA-ALBICANS

KW - SQUALAMINE

KW - DERIVATIVES

KW - INHIBITION

KW - ANALOGS

U2 - 10.1016/j.bmc.2009.06.062

DO - 10.1016/j.bmc.2009.06.062

M3 - Article

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EP - 5961

JO - Bioorganic & Medicinal Chemistry

JF - Bioorganic & Medicinal Chemistry

SN - 0968-0896

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ER -