Novel thiazolidinone-containing compounds, without the well-known sulphonamide zinc-binding group acting as human carbonic anhydrase IX inhibitors

A small collection of 26 structurally novel thiazolidinone-containing compounds, without the well-known sulphonamide zinc-binding group, were synthesised and tested in enzyme inhibition assays against the tumour-associated hCA IX enzyme. Inhibition constants in the lower micromolar region (KI < 2...

Full description

Bibliographic Details
Main Authors:	Özlen Güzel-Akdemir, Andrea Angeli, Kübra Demir, Claudiu T. Supuran, Atilla Akdemir
Format:	Article
Language:	English
Published:	Taylor & Francis Group 2018-01-01
Series:	Journal of Enzyme Inhibition and Medicinal Chemistry
Subjects:	carbonic anhydrase IX hCA IX thiazolidinone molecular modelling docking
Online Access:	http://dx.doi.org/10.1080/14756366.2018.1499628

id	doaj-152ccfccac604830baaddb5e576e4fdd
record_format	Article
spelling	doaj-152ccfccac604830baaddb5e576e4fdd2020-11-25T01:54:58ZengTaylor & Francis GroupJournal of Enzyme Inhibition and Medicinal Chemistry1475-63661475-63742018-01-013311299130810.1080/14756366.2018.14996281499628Novel thiazolidinone-containing compounds, without the well-known sulphonamide zinc-binding group acting as human carbonic anhydrase IX inhibitorsÖzlen Güzel-Akdemir0Andrea Angeli1Kübra Demir2Claudiu T. Supuran3Atilla Akdemir4Istanbul UniversitySezione di Scienze Farmaceutiche Universita degli Studi di FirenzeIstanbul UniversitySezione di Scienze Farmaceutiche Universita degli Studi di FirenzeBezmialem Vakif UniversityA small collection of 26 structurally novel thiazolidinone-containing compounds, without the well-known sulphonamide zinc-binding group, were synthesised and tested in enzyme inhibition assays against the tumour-associated hCA IX enzyme. Inhibition constants in the lower micromolar region (KI < 25 μM) have been measured for 17 of the 26 compounds. Even though the KI values are relatively weak, the fact that they do not contain a sulphonamide moiety suggests that these compounds do not interact with the active site zinc ion. Therefore, docking studies and molecular dynamics simulations have been performed to suggest binding poses for these structurally novel inhibitors.http://dx.doi.org/10.1080/14756366.2018.1499628carbonic anhydrase IXhCA IXthiazolidinonemolecular modellingdocking
collection	DOAJ
language	English
format	Article
sources	DOAJ
author	Özlen Güzel-Akdemir Andrea Angeli Kübra Demir Claudiu T. Supuran Atilla Akdemir
spellingShingle	Özlen Güzel-Akdemir Andrea Angeli Kübra Demir Claudiu T. Supuran Atilla Akdemir Novel thiazolidinone-containing compounds, without the well-known sulphonamide zinc-binding group acting as human carbonic anhydrase IX inhibitors Journal of Enzyme Inhibition and Medicinal Chemistry carbonic anhydrase IX hCA IX thiazolidinone molecular modelling docking
author_facet	Özlen Güzel-Akdemir Andrea Angeli Kübra Demir Claudiu T. Supuran Atilla Akdemir
author_sort	Özlen Güzel-Akdemir
title	Novel thiazolidinone-containing compounds, without the well-known sulphonamide zinc-binding group acting as human carbonic anhydrase IX inhibitors
title_short	Novel thiazolidinone-containing compounds, without the well-known sulphonamide zinc-binding group acting as human carbonic anhydrase IX inhibitors
title_full	Novel thiazolidinone-containing compounds, without the well-known sulphonamide zinc-binding group acting as human carbonic anhydrase IX inhibitors
title_fullStr	Novel thiazolidinone-containing compounds, without the well-known sulphonamide zinc-binding group acting as human carbonic anhydrase IX inhibitors
title_full_unstemmed	Novel thiazolidinone-containing compounds, without the well-known sulphonamide zinc-binding group acting as human carbonic anhydrase IX inhibitors
title_sort	novel thiazolidinone-containing compounds, without the well-known sulphonamide zinc-binding group acting as human carbonic anhydrase ix inhibitors
publisher	Taylor & Francis Group
series	Journal of Enzyme Inhibition and Medicinal Chemistry
issn	1475-6366 1475-6374
publishDate	2018-01-01
description	A small collection of 26 structurally novel thiazolidinone-containing compounds, without the well-known sulphonamide zinc-binding group, were synthesised and tested in enzyme inhibition assays against the tumour-associated hCA IX enzyme. Inhibition constants in the lower micromolar region (KI < 25 μM) have been measured for 17 of the 26 compounds. Even though the KI values are relatively weak, the fact that they do not contain a sulphonamide moiety suggests that these compounds do not interact with the active site zinc ion. Therefore, docking studies and molecular dynamics simulations have been performed to suggest binding poses for these structurally novel inhibitors.
topic	carbonic anhydrase IX hCA IX thiazolidinone molecular modelling docking
url	http://dx.doi.org/10.1080/14756366.2018.1499628
work_keys_str_mv	AT ozlenguzelakdemir novelthiazolidinonecontainingcompoundswithoutthewellknownsulphonamidezincbindinggroupactingashumancarbonicanhydraseixinhibitors AT andreaangeli novelthiazolidinonecontainingcompoundswithoutthewellknownsulphonamidezincbindinggroupactingashumancarbonicanhydraseixinhibitors AT kubrademir novelthiazolidinonecontainingcompoundswithoutthewellknownsulphonamidezincbindinggroupactingashumancarbonicanhydraseixinhibitors AT claudiutsupuran novelthiazolidinonecontainingcompoundswithoutthewellknownsulphonamidezincbindinggroupactingashumancarbonicanhydraseixinhibitors AT atillaakdemir novelthiazolidinonecontainingcompoundswithoutthewellknownsulphonamidezincbindinggroupactingashumancarbonicanhydraseixinhibitors
_version_	1724985858090598400

Novel thiazolidinone-containing compounds, without the well-known sulphonamide zinc-binding group acting as human carbonic anhydrase IX inhibitors

Similar Items