New analogues of the antitumor alkaloid girolline: The 4-deazathiogirolline series

Bastien Nay; Bruno Schiavi; Alain Ahond; Christiane Poupat; Pierre Potier

doi:10.1055/s-2004-834907

New analogues of the antitumor alkaloid girolline: The 4-deazathiogirolline series

Bastien Nay, Bruno Schiavi, Alain Ahond, Christiane Poupat, Pierre Potier

Institut de Chimie des Substances Naturelles

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

Abstract

Aminothiazole analogues of the antitumor alkaloid girolline have been asymmetrically synthesised using the chiral pool. The key-steps involved the Hantzsch reaction to build the thiazole heterocycle and the functionalisation of the side chain using the triphenylphosphane chemistry (i.e. azidation-chlorination of a diol). Biological activity of analogues has been evaluated (cytotoxicity on KB tumor cells and anti-HIV activity).

Original language	English
Article number	P08704SS
Pages (from-to)	97-101
Number of pages	5
Journal	Synthesis
Issue number	1
DOIs	https://doi.org/10.1055/s-2004-834907
Publication status	Published - 5 Jan 2005
Externally published	Yes

Keywords

Aminothiazole
Antitumor
Chiral pool
Girolline
Structure-activity relationships

UN SDGs

This output contributes to the following UN Sustainable Development Goals (SDGs)

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10.1055/s-2004-834907

Cite this

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title = "New analogues of the antitumor alkaloid girolline: The 4-deazathiogirolline series",

abstract = "Aminothiazole analogues of the antitumor alkaloid girolline have been asymmetrically synthesised using the chiral pool. The key-steps involved the Hantzsch reaction to build the thiazole heterocycle and the functionalisation of the side chain using the triphenylphosphane chemistry (i.e. azidation-chlorination of a diol). Biological activity of analogues has been evaluated (cytotoxicity on KB tumor cells and anti-HIV activity).",

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AU - Ahond, Alain

AU - Poupat, Christiane

AU - Potier, Pierre

PY - 2005/1/5

Y1 - 2005/1/5

N2 - Aminothiazole analogues of the antitumor alkaloid girolline have been asymmetrically synthesised using the chiral pool. The key-steps involved the Hantzsch reaction to build the thiazole heterocycle and the functionalisation of the side chain using the triphenylphosphane chemistry (i.e. azidation-chlorination of a diol). Biological activity of analogues has been evaluated (cytotoxicity on KB tumor cells and anti-HIV activity).

AB - Aminothiazole analogues of the antitumor alkaloid girolline have been asymmetrically synthesised using the chiral pool. The key-steps involved the Hantzsch reaction to build the thiazole heterocycle and the functionalisation of the side chain using the triphenylphosphane chemistry (i.e. azidation-chlorination of a diol). Biological activity of analogues has been evaluated (cytotoxicity on KB tumor cells and anti-HIV activity).

KW - Aminothiazole

KW - Antitumor

KW - Chiral pool

KW - Girolline

KW - Structure-activity relationships

U2 - 10.1055/s-2004-834907

DO - 10.1055/s-2004-834907

M3 - Article

AN - SCOPUS:12344281878

SN - 0039-7881

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ER -

New analogues of the antitumor alkaloid girolline: The 4-deazathiogirolline series

Abstract

Keywords

UN SDGs

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