Bisdemethoxycurcumin and Its Cyclized Pyrazole Analogue Differentially Disrupt Lipopolysaccharide Signalling in Human Monocyte-Derived Macrophages

Several studies suggest that curcumin and related compounds possess antioxidant and anti-inflammatory properties including modulation of lipopolysaccharide- (LPS-) mediated signalling in macrophage cell models. We here investigated the effects of curcumin and the two structurally unrelated analogues...

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Main Authors: Serena Tedesco, Morena Zusso, Laura Facci, Annalisa Trenti, Carlotta Boscaro, Federica Belluti, Gian Paolo Fadini, Stephen D. Skaper, Pietro Giusti, Chiara Bolego, Andrea Cignarella
Format: Article
Language:English
Published: Wiley 2018-01-01
Series:Mediators of Inflammation
Online Access:http://dx.doi.org/10.1155/2018/2868702
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author Serena Tedesco
Morena Zusso
Laura Facci
Annalisa Trenti
Carlotta Boscaro
Federica Belluti
Gian Paolo Fadini
Stephen D. Skaper
Pietro Giusti
Chiara Bolego
Andrea Cignarella
author_facet Serena Tedesco
Morena Zusso
Laura Facci
Annalisa Trenti
Carlotta Boscaro
Federica Belluti
Gian Paolo Fadini
Stephen D. Skaper
Pietro Giusti
Chiara Bolego
Andrea Cignarella
author_sort Serena Tedesco
collection DOAJ
description Several studies suggest that curcumin and related compounds possess antioxidant and anti-inflammatory properties including modulation of lipopolysaccharide- (LPS-) mediated signalling in macrophage cell models. We here investigated the effects of curcumin and the two structurally unrelated analogues GG6 and GG9 in primary human blood-derived macrophages as well as the signalling pathways involved. Macrophages differentiated from peripheral blood monocytes for 7 days were activated with LPS or selective Toll-like receptor agonists for 24 h. The effects of test compounds on cytokine production and immunophenotypes evaluated as CD80+/CCR2+ and CD206+/CD163+ subsets were examined by ELISA and flow cytometry. Signalling pathways were probed by Western blot. Curcumin (2.5–10 μM) failed to suppress LPS-induced inflammatory responses. While GG6 reduced LPS-induced IκB-α degradation and showed a trend towards reduced interleukin-1β release, GG9 prevented the increase in proinflammatory CD80+ macrophage subset, downregulation of the anti-inflammatory CD206+/CD163+ subset, increase in p38 phosphorylation, and increase in cell-bound and secreted interleukin-1β stimulated by LPS, at least in part through signalling pathways not involving Toll-like receptor 4 and nuclear factor-κB. Thus, the curcumin analogue GG9 attenuated the LPS-induced inflammatory response in human blood-derived macrophages and may therefore represent an attractive chemical template for macrophage pharmacological targeting.
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spelling doaj-art-bb64f06277bf4cb096710bf53cf15fb72025-08-20T02:18:46ZengWileyMediators of Inflammation0962-93511466-18612018-01-01201810.1155/2018/28687022868702Bisdemethoxycurcumin and Its Cyclized Pyrazole Analogue Differentially Disrupt Lipopolysaccharide Signalling in Human Monocyte-Derived MacrophagesSerena Tedesco0Morena Zusso1Laura Facci2Annalisa Trenti3Carlotta Boscaro4Federica Belluti5Gian Paolo Fadini6Stephen D. Skaper7Pietro Giusti8Chiara Bolego9Andrea Cignarella10Venetian Institute of Molecular Medicine, Padua, ItalyDepartment of Pharmaceutical and Pharmacological Sciences, University of Padua, Padua, ItalyDepartment of Pharmaceutical and Pharmacological Sciences, University of Padua, Padua, ItalyDepartment of Pharmaceutical and Pharmacological Sciences, University of Padua, Padua, ItalyDepartment of Pharmaceutical and Pharmacological Sciences, University of Padua, Padua, ItalyDepartment of Pharmacy and Biotechnology, Alma Mater Studiorum-University of Bologna, Bologna, ItalyVenetian Institute of Molecular Medicine, Padua, ItalyDepartment of Pharmaceutical and Pharmacological Sciences, University of Padua, Padua, ItalyDepartment of Pharmaceutical and Pharmacological Sciences, University of Padua, Padua, ItalyDepartment of Pharmaceutical and Pharmacological Sciences, University of Padua, Padua, ItalyDepartment of Medicine, University of Padua, Padua, ItalySeveral studies suggest that curcumin and related compounds possess antioxidant and anti-inflammatory properties including modulation of lipopolysaccharide- (LPS-) mediated signalling in macrophage cell models. We here investigated the effects of curcumin and the two structurally unrelated analogues GG6 and GG9 in primary human blood-derived macrophages as well as the signalling pathways involved. Macrophages differentiated from peripheral blood monocytes for 7 days were activated with LPS or selective Toll-like receptor agonists for 24 h. The effects of test compounds on cytokine production and immunophenotypes evaluated as CD80+/CCR2+ and CD206+/CD163+ subsets were examined by ELISA and flow cytometry. Signalling pathways were probed by Western blot. Curcumin (2.5–10 μM) failed to suppress LPS-induced inflammatory responses. While GG6 reduced LPS-induced IκB-α degradation and showed a trend towards reduced interleukin-1β release, GG9 prevented the increase in proinflammatory CD80+ macrophage subset, downregulation of the anti-inflammatory CD206+/CD163+ subset, increase in p38 phosphorylation, and increase in cell-bound and secreted interleukin-1β stimulated by LPS, at least in part through signalling pathways not involving Toll-like receptor 4 and nuclear factor-κB. Thus, the curcumin analogue GG9 attenuated the LPS-induced inflammatory response in human blood-derived macrophages and may therefore represent an attractive chemical template for macrophage pharmacological targeting.http://dx.doi.org/10.1155/2018/2868702
spellingShingle Serena Tedesco
Morena Zusso
Laura Facci
Annalisa Trenti
Carlotta Boscaro
Federica Belluti
Gian Paolo Fadini
Stephen D. Skaper
Pietro Giusti
Chiara Bolego
Andrea Cignarella
Bisdemethoxycurcumin and Its Cyclized Pyrazole Analogue Differentially Disrupt Lipopolysaccharide Signalling in Human Monocyte-Derived Macrophages
Mediators of Inflammation
title Bisdemethoxycurcumin and Its Cyclized Pyrazole Analogue Differentially Disrupt Lipopolysaccharide Signalling in Human Monocyte-Derived Macrophages
title_full Bisdemethoxycurcumin and Its Cyclized Pyrazole Analogue Differentially Disrupt Lipopolysaccharide Signalling in Human Monocyte-Derived Macrophages
title_fullStr Bisdemethoxycurcumin and Its Cyclized Pyrazole Analogue Differentially Disrupt Lipopolysaccharide Signalling in Human Monocyte-Derived Macrophages
title_full_unstemmed Bisdemethoxycurcumin and Its Cyclized Pyrazole Analogue Differentially Disrupt Lipopolysaccharide Signalling in Human Monocyte-Derived Macrophages
title_short Bisdemethoxycurcumin and Its Cyclized Pyrazole Analogue Differentially Disrupt Lipopolysaccharide Signalling in Human Monocyte-Derived Macrophages
title_sort bisdemethoxycurcumin and its cyclized pyrazole analogue differentially disrupt lipopolysaccharide signalling in human monocyte derived macrophages
url http://dx.doi.org/10.1155/2018/2868702
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