2,6-Diphenylthiazolo[3,2-b][1,2,4]triazoles as telomeric G-quadruplex stabilizers

Jamal El Bakali; Frédérique Klupsch; Aurore Guédin; Bertrand Brassart; Gaëlle Fontaine; Amaury Farce; Pascal Roussel; Raymond Houssin; Jean Luc Bernier; Philippe Chavatte; Jean Louis Mergny; Jean François Riou; Jean Pierre Hénichart

doi:10.1016/j.bmcl.2009.05.025

2,6-Diphenylthiazolo[3,2-b][1,2,4]triazoles as telomeric G-quadruplex stabilizers

Jamal El Bakali
, Frédérique Klupsch
, Aurore Guédin
, Bertrand Brassart
, Gaëlle Fontaine
, Amaury Farce
, Pascal Roussel
, Raymond Houssin
, Jean Luc Bernier
, Philippe Chavatte
, Jean Louis Mergny
, Jean François Riou
, Jean Pierre Hénichart

Institut de Chimie Pharmaceutique Albert Lespagnol
Centre national de la recherche scientifique
Univ. de Reims Champagne Ardenne
Université de Lille
Ecole Nationale Supérieure de Chimie de Lille

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

25 Citations (Scopus)

Abstract

The design and synthesis of 2,6-diphenylthiazolo[3,2-b][1,2,4]triazoles characterized by a large aromatic building block bearing cationic side chains are reported. These molecules are evaluated as telomeric G-quadruplex stabilizers and for their selectivity towards duplex DNA by competition experiments. Two compounds (14a, 19) were found active with high selectivity for telomeric G-quadruplex over duplex DNA.

Original language	English
Pages (from-to)	3434-3438
Number of pages	5
Journal	Bioorganic and Medicinal Chemistry Letters
Volume	19
Issue number	13
DOIs	https://doi.org/10.1016/j.bmcl.2009.05.025
Publication status	Published - 1 Jul 2009
Externally published	Yes

UN SDGs

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

SDG 3 Good Health and Well-being

Keywords

2,6-Diphenylthiazolo[3,2-b][1,2,4]triazole
Cancer
G-quadruplex
Telomere

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10.1016/j.bmcl.2009.05.025

Cite this

El Bakali, J., Klupsch, F., Guédin, A., Brassart, B., Fontaine, G., Farce, A., Roussel, P., Houssin, R., Bernier, J. L., Chavatte, P., Mergny, J. L., Riou, J. F., & Hénichart, J. P. (2009). 2,6-Diphenylthiazolo[3,2-b][1,2,4]triazoles as telomeric G-quadruplex stabilizers. Bioorganic and Medicinal Chemistry Letters, 19(13), 3434-3438. https://doi.org/10.1016/j.bmcl.2009.05.025

@article{66a69caef00940abbf6f25f70225a80a,

title = "2,6-Diphenylthiazolo[3,2-b][1,2,4]triazoles as telomeric G-quadruplex stabilizers",

abstract = "The design and synthesis of 2,6-diphenylthiazolo[3,2-b][1,2,4]triazoles characterized by a large aromatic building block bearing cationic side chains are reported. These molecules are evaluated as telomeric G-quadruplex stabilizers and for their selectivity towards duplex DNA by competition experiments. Two compounds (14a, 19) were found active with high selectivity for telomeric G-quadruplex over duplex DNA.",

keywords = "2,6-Diphenylthiazolo[3,2-b][1,2,4]triazole, Cancer, G-quadruplex, Telomere",

author = "\{El Bakali\}, Jamal and Fr{\'e}d{\'e}rique Klupsch and Aurore Gu{\'e}din and Bertrand Brassart and Ga{\"e}lle Fontaine and Amaury Farce and Pascal Roussel and Raymond Houssin and Bernier, \{Jean Luc\} and Philippe Chavatte and Mergny, \{Jean Louis\} and Riou, \{Jean Fran{\c c}ois\} and H{\'e}nichart, \{Jean Pierre\}",

note = "Funding Information: This work was supported by the {\textquoteleft}Ligue Nationale contre le Cancer, Equipe Labellis{\'e}e 2006{\textquoteright} (to J.F.R.) and EU FP6 {\textquoteleft}MolCancerMed{\textquoteright} LSHC-CT-2004-502943 (to J.L.M.) grants.",

year = "2009",

month = jul,

day = "1",

doi = "10.1016/j.bmcl.2009.05.025",

language = "English",

volume = "19",

pages = "3434--3438",

journal = "Bioorganic and Medicinal Chemistry Letters",

issn = "0960-894X",

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El Bakali, J, Klupsch, F, Guédin, A, Brassart, B, Fontaine, G, Farce, A, Roussel, P, Houssin, R, Bernier, JL, Chavatte, P, Mergny, JL, Riou, JF & Hénichart, JP 2009, '2,6-Diphenylthiazolo[3,2-b][1,2,4]triazoles as telomeric G-quadruplex stabilizers', Bioorganic and Medicinal Chemistry Letters, vol. 19, no. 13, pp. 3434-3438. https://doi.org/10.1016/j.bmcl.2009.05.025

TY - JOUR

T1 - 2,6-Diphenylthiazolo[3,2-b][1,2,4]triazoles as telomeric G-quadruplex stabilizers

AU - El Bakali, Jamal

AU - Klupsch, Frédérique

AU - Guédin, Aurore

AU - Brassart, Bertrand

AU - Fontaine, Gaëlle

AU - Farce, Amaury

AU - Roussel, Pascal

AU - Houssin, Raymond

AU - Bernier, Jean Luc

AU - Chavatte, Philippe

AU - Mergny, Jean Louis

AU - Riou, Jean François

AU - Hénichart, Jean Pierre

N1 - Funding Information: This work was supported by the ‘Ligue Nationale contre le Cancer, Equipe Labellisée 2006’ (to J.F.R.) and EU FP6 ‘MolCancerMed’ LSHC-CT-2004-502943 (to J.L.M.) grants.

PY - 2009/7/1

Y1 - 2009/7/1

N2 - The design and synthesis of 2,6-diphenylthiazolo[3,2-b][1,2,4]triazoles characterized by a large aromatic building block bearing cationic side chains are reported. These molecules are evaluated as telomeric G-quadruplex stabilizers and for their selectivity towards duplex DNA by competition experiments. Two compounds (14a, 19) were found active with high selectivity for telomeric G-quadruplex over duplex DNA.

AB - The design and synthesis of 2,6-diphenylthiazolo[3,2-b][1,2,4]triazoles characterized by a large aromatic building block bearing cationic side chains are reported. These molecules are evaluated as telomeric G-quadruplex stabilizers and for their selectivity towards duplex DNA by competition experiments. Two compounds (14a, 19) were found active with high selectivity for telomeric G-quadruplex over duplex DNA.

KW - 2,6-Diphenylthiazolo[3,2-b][1,2,4]triazole

KW - Cancer

KW - G-quadruplex

KW - Telomere

U2 - 10.1016/j.bmcl.2009.05.025

DO - 10.1016/j.bmcl.2009.05.025

M3 - Article

C2 - 19473838

AN - SCOPUS:66749124825

SN - 0960-894X

VL - 19

SP - 3434

EP - 3438

JO - Bioorganic and Medicinal Chemistry Letters

JF - Bioorganic and Medicinal Chemistry Letters

IS - 13

ER -

2,6-Diphenylthiazolo[3,2-b][1,2,4]triazoles as telomeric G-quadruplex stabilizers

Abstract

UN SDGs

Keywords

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