438190-36-4Relevant academic research and scientific papers
5-Arylidene-4-thiazolidinone derivatives active as antidegenerative agents on human chondrocyte cultures
Panico, Annamaria,MacCari, Rosanna,Cardile, Venera,Crascí, Lucia,Ronsisvalle, Simone,Ottanà, Rosaria
, p. 84 - 90 (2013/04/24)
5-Arylidene-2-oxo-4-thiazolidinones and 2-phenylimino analogues were evaluated for their antidegenerative activity on human chondrocyte cultures stimulated by IL-1β and for their inhibitory capability against matrix metalloproteinase- 13. Our results indicated that 5-arylidene-4-thiazolidinone derivatives 1-9 exhibit antidegenerative activity and could block multiple cartilage destruction during the osteoarthritic process. Out of the selected compounds, (5-arylidene- 2,4-dioxothiazolidin-3-yl)acetic acids 7-9 showed significant effectiveness in reducing NO release and restoring normal levels of GAGs in chondrocytes treated with IL-1β. Moreover, benzoic acids 1, 5 and 6 proved to be effective MMP-13 inhibitors and were able to restore normal levels of GAGs.
Identification of new non-carboxylic acid containing inhibitors of aldose reductase
Maccari, Rosanna,Ciurleo, Rosella,Giglio, Marco,Cappiello, Mario,Moschini, Roberta,Corso, Antonella Del,Mura, Umberto,Ottanà, Rosaria
scheme or table, p. 4049 - 4055 (2010/08/06)
Non-carboxylic acid containing bioisosteres of (5-arylidene-2,4-dioxothiazolidin-3-yl)acetic acids, which are active as aldose reductase (ALR2) inhibitors, were designed by replacing the carboxylic group with the trifluoromethyl ketone moiety. The in vitr
Synthesis, induced-fit docking investigations, and in vitro aldose reductase inhibitory activity of non-carboxylic acid containing 2,4-thiazolidinedione derivatives
Maccari, Rosanna,Ottana, Rosaria,Ciurleo, Rosella,Rakowitz, Dietmar,Matuszczak, Barbara,Laggner, Christian,Langer, Thierry
, p. 5840 - 5852 (2008/12/22)
In continuation of our studies, we here report a series of non-carboxylic acid containing 2,4-thiazolidinedione derivatives, analogues of previously synthesized carboxylic acids which we had found to be very active in vitro aldose reductase (ALR2) inhibit
Synthesis and aldose reductase inhibitory activity of 5-arylidene-2,4-thiazolidinediones
Bruno,Costantino,Curinga,Maccari,Monforte,Nicolo,Ottana,Vigorita
, p. 1077 - 1084 (2007/10/03)
Several (Z)-5-arylidene-2,4- hiazolidinediones were synthesized and tested as aldose reductase inhibitors (ARIs). The most active of the N-unsubstituted derivatives (2) exerted the same inhibitory activity of Sorbinil. The introduction of an acetic side chain on N-3 of the thiazolidinedione moiety led to a marked increase in lending inhibitory activi y, conducting to the discovery of a very potent ARI (4c), whose activity level (IC50 =0.1 μM) was in the same range of Tolrestat . Moreover, the corresponding methyl esters (3), devoid of any acidic functionality, showed appreciable inhibitory activity similar to that of the N-unsubstituted compounds. It was also found that the substitution pattern on the 5-benzylidene moiety markedly influenced the activity of N-unsubstituted 2,4-thiazolidinediones 2, compounds with substituents at the meta position being generally more effective than the para-substituted ones; however, this SAR was not evidenced in acetates 3 and acids 4. Copyright
