Title :

Synthesis and biological evaluation of thiophene and benzo[b]thiophene analogs of combretastatin A-4 and isocombretastatin A-4: A comparison between the linkage positions of the 3,4,5-trimethoxystyrene unit

Author(s) :

Cong, Viet Do [Auteur]
Faouzi, Abdelfattah [Auteur]
Barette, Caroline [Auteur]
Farce, Amaury [Auteur]
Lille Inflammation Research International Center (LIRIC) - U995
Lille Inflammation Research International Center (LIRIC) - U995
Fauvarque, Marie-Odile [Auteur]
Colomb, Evelyne [Auteur]
Catry, Laura [Auteur]
Berthier-Vergnes, Odile [Auteur]
Haftek, Marek [Auteur]
Barret, Roland [Auteur]
Lomberget, Thierry [Auteur]

Journal title :

Bioorganic & Medicinal Chemistry Letters

Abbreviated title :

Bioorg. Med. Chem. Lett.

Volume number :

26

Pages :

174-180

Publication date :

2016-01-01

ISSN :

0960-894X

English keyword(s) :

Antiproliferative agents
Heterocycles
Inhibitors of tubulin assembly
Combretastatin A-4
Melanocyte

HAL domain(s) :

Sciences du Vivant [q-bio]

English abstract : [en]

Combretastatin A-4 and isocombretastatin A-4 derivatives having thiophenes or benzo[b]thiophenes instead of the B ring were prepared and evaluated for their in cellulo tubulin polymerization inhibition (TPI) and antiproliferative ...
Show more >Combretastatin A-4 and isocombretastatin A-4 derivatives having thiophenes or benzo[b]thiophenes instead of the B ring were prepared and evaluated for their in cellulo tubulin polymerization inhibition (TPI) and antiproliferative activities. The presence of the benzo[b]thiophene ring proved to have a crucial effect as most of the thiophene derivatives, except those having one methoxy group, were inactive to inhibit tubulin polymerization into microtubules. The influence of the attachment position was also studied: benzo[b]thiophenes having iso or cis 3,4,5-trimethoxystyrenes at position 2 were 12-30-fold more active than the 3-regioisomers for the TPI activity. Some of the novel designed compounds exhibited interesting anti-proliferative effects on two different cell lines.Show less >

Audience :

Internationale

Popular science :

Non

Administrative institution(s) :

CHU Lille
Inserm
Université de Lille

Collections :

• Lille Inflammation Research International Center (LIRIC) - U995

Research team(s) :

Therapeutic innovation targetting inflammation

Submission date :

2019-05-17T13:14:36Z