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

Résultats de recherche: Contribution à un journal › Article › Revue par des pairs

Résumé

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).

langue originale	Anglais
Numéro d'article	P08704SS
Pages (de - à)	97-101
Nombre de pages	5
journal	Synthesis
Numéro de publication	1
Les DOIs	https://doi.org/10.1055/s-2004-834907
état	Publié - 5 janv. 2005
Modification externe	Oui

SDG des Nations Unies

Ce résultat contribue à ou aux Objectifs de développement durable suivants

SDG 3 Bonne santé et bien-être

Accès au document

10.1055/s-2004-834907

Autres fichiers et liens

Lien vers la publication dans Scopus

Contient cette citation

@article{fed775f5f86e4407bd691107cb2432af,

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).",

keywords = "Aminothiazole, Antitumor, Chiral pool, Girolline, Structure-activity relationships",

author = "Bastien Nay and Bruno Schiavi and Alain Ahond and Christiane Poupat and Pierre Potier",

year = "2005",

month = jan,

day = "5",

doi = "10.1055/s-2004-834907",

language = "English",

pages = "97--101",

journal = "Synthesis",

issn = "0039-7881",

number = "1",

}

TY - JOUR

T1 - New analogues of the antitumor alkaloid girolline

T2 - The 4-deazathiogirolline series

AU - Nay, Bastien

AU - Schiavi, Bruno

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

UR - https://www.scopus.com/pages/publications/12344281878

U2 - 10.1055/s-2004-834907

DO - 10.1055/s-2004-834907

M3 - Article

AN - SCOPUS:12344281878

SN - 0039-7881

SP - 97

EP - 101

JO - Synthesis

JF - Synthesis

IS - 1

M1 - P08704SS

ER -

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

Résumé

SDG des Nations Unies

Accès au document

Autres fichiers et liens

Empreinte digitale

Contient cette citation