Nine 2-(1,2-benzothiazol-3-yl)-N-(4-oxo-2-phenyl-1,3-thiazolidin-3-yl)propanamides combining a benzisothiazole and 4-thiazolidinone in one framework were designed and synthesized. The aim of the study was to verify their effectiveness to affect the inflammatory/oxidative process in which free oxygen and nitrite (ROS and RNS) radicals, inflammatory mediators, such as nuclear factor κB (NF-κB), and matrix metalloproteinases (MMPs) are involved. Docking studies of all the compounds were performed in order to explore their binding mode at the MMP-9 protein. An appreciable anti-inflammatory/potential wound healing effects of the tested compounds was highlighted. Derivative 23, bearing a 4-carboxyphenyl substituent at C2 of the 4-thiazolidinone ring, exhibited the highest activity, being able to inhibit MMP-9 at nanomolar level(IC50= 40 nM).

4-thiazolidinone derivatives as MMP inhibitors in tissue damage: Synthesis, biological evaluation and docking studies / Incerti, Matteo; Crascì, Lucia; Vicini, Paola; Aki, Esin; Yalcin, Ismail; Ertan-Bolelli, Tugba; Cardile, Venera; Graziano, Adriana Carol Eleonora; Panico, Annamaria. - In: MOLECULES. - ISSN 1420-3049. - 23:2(2018), p. 415. [10.3390/molecules23020415]

4-thiazolidinone derivatives as MMP inhibitors in tissue damage: Synthesis, biological evaluation and docking studies

Incerti, Matteo
Membro del Collaboration Group
;
Vicini, Paola
Membro del Collaboration Group
;
2018

Abstract

Nine 2-(1,2-benzothiazol-3-yl)-N-(4-oxo-2-phenyl-1,3-thiazolidin-3-yl)propanamides combining a benzisothiazole and 4-thiazolidinone in one framework were designed and synthesized. The aim of the study was to verify their effectiveness to affect the inflammatory/oxidative process in which free oxygen and nitrite (ROS and RNS) radicals, inflammatory mediators, such as nuclear factor κB (NF-κB), and matrix metalloproteinases (MMPs) are involved. Docking studies of all the compounds were performed in order to explore their binding mode at the MMP-9 protein. An appreciable anti-inflammatory/potential wound healing effects of the tested compounds was highlighted. Derivative 23, bearing a 4-carboxyphenyl substituent at C2 of the 4-thiazolidinone ring, exhibited the highest activity, being able to inhibit MMP-9 at nanomolar level(IC50= 40 nM).
4-thiazolidinone derivatives as MMP inhibitors in tissue damage: Synthesis, biological evaluation and docking studies / Incerti, Matteo; Crascì, Lucia; Vicini, Paola; Aki, Esin; Yalcin, Ismail; Ertan-Bolelli, Tugba; Cardile, Venera; Graziano, Adriana Carol Eleonora; Panico, Annamaria. - In: MOLECULES. - ISSN 1420-3049. - 23:2(2018), p. 415. [10.3390/molecules23020415]
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Utilizza questo identificativo per citare o creare un link a questo documento: http://hdl.handle.net/11381/2839705
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