A-type ECG and EGCG dimers disturb the structure of 3T3-L1 cell membrane and strongly inhibit its differentiation by targeting peroxisome proliferator-activated receptor γ with miR-27 involved mechanism

Zhu, Wei; Zou, Bo; Nie, Rongzu; Zhang, Ying; Li, Chunmei

doi:10.1016/j.jnutbio.2015.05.006

Cited by 39 publications

(44 citation statements)

References 55 publications

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“…The membrane structure-perturbing potency of the dimers agreed well with their penetration depth into the bilayer (Supplementary Fig. S2), as well as their inhibitory effects on 3T3-L1 cell differentiation well17.…”

Section: Resultssupporting

confidence: 64%

“…We previously reported the significantly different inhibitory effects of the four dimers on 3T3-L1 preadipocytes differentiation17. We postulated that the significant different inhibitory effects of the four dimers on 3T3-L1 cell differentiation might be related to their distinct membrane disturbing potency.…”

Section: Resultsmentioning

confidence: 90%

“…Our previous study showed A-type ECG dimer and A-type EGCG dimer greatly affected the fluidity, hydrability and permeability of 3T3-L1 cells membrane17. Hence, effects of PA dimers on bilayer structure were further investigated.…”

Section: Resultsmentioning

confidence: 99%

“…However, limited studies on the structure-activity relationship of PA oligomers are available. Our previous study revealed that the two gallated PA dimers epicatechin-3-gallate-(4β → 8, 2β → O → 7)-epicatechin-3-gallate (A-type ECG dimer) and epigallocatechin-3-gallate-(4β → 8, 2β → O → 7)-epigallocatechin-3 gallate (A-type EGCG dimer) inhibited the differentiation of 3T3-L1 cells significantly, while the nongallated epicatechin-(4β → 8, 2β → O → 7)-epicatechin (A-type EC dimer) and epicatechin-(4β → 8)-epicatechin (B-type EC dimer) showed little effect17, suggesting that the presence of the gallate moiety within the structure of PA dimers was also very important for their bioactivity.…”

mentioning

confidence: 99%

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Molecular Insight into Affinities of Gallated and Nongallated Proanthocyanidins Dimers to Lipid Bilayers

Zhu

Xiong

Peng

et al. 2016

Sci Rep

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Experimental studies have proved the beneficial effects of proanthocyanidins (Pas) relating to interaction with the cell membrane. But the detailed mechanisms and structure-function relationship was unclear. In present study, molecular dynamics (MD) simulations were used to study the interactions of four PA dimers with a lipid bilayer composed of 1:1 mixed 1-palmitoyl-2-oleoyl phosphatidylcholine (POPC) and 1-palmitoyl-2-oleoyl phosphatidylethanolamine (POPE). The results showed that the gallated PA dimers had much higher affinities to the bilayer with lower binding free energies compared with nongallated PA dimers. The gallated PA dimers penetrated deeper into the bilayer and formed more hydrogen bonds (H-bonds) with bilayer oxygen atoms, especially the deeper oxygen atoms of the lipids simultaneously, thus inducing stronger lateral expansion of the membrane and lipid tails disorder. The present results provided molecular insights into the interactions between PA dimers and bio-membranes and agreed with our experimental results well. These molecular interactions helped to elucidate the structure-function relationship of the PA dimers and provided a foundation for a better understanding of the underlying mechanisms of the bioactivities of PA oligomers.

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Section: Resultssupporting

confidence: 64%

Section: Resultsmentioning

confidence: 90%

Section: Resultsmentioning

confidence: 99%

mentioning

confidence: 99%

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Molecular Insight into Affinities of Gallated and Nongallated Proanthocyanidins Dimers to Lipid Bilayers

Zhu

Xiong

Peng

et al. 2016

Sci Rep

Self Cite

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“…Thus, it is suggested that A-type procyanidins may favourably affect gastrointestinal health, though there has been no work to date investigating A-type procyanidins and gut inflammation in vivo. Similarly, recent experiments by Zhu et al have demonstrated membrane perturbations as a possible mechanism for the ability of A-type procyanidins to inhibit 3T3-L1 preadipocyte differentiation [37,38]. Our findings here, whereby procyanidin A2 interferes with an intracellular inhibitor IFNγ, is preliminary evidence that A-type procyanidins could interact with cellular membranes as a mechanism to reduce inappropriate inflammation and promote lung health.…”

Section: Discussionsupporting

confidence: 84%

Procyanidin A2 Modulates IL-4-Induced CCL26 Production in Human Alveolar Epithelial Cells

Coleman

Kruger

Sawyer

et al. 2016

IJMS

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Allergic asthma is an inflammatory lung disease that is partly sustained by the chemokine eotaxin-3 (CCL26), which extends eosinophil migration into tissues long after allergen exposure. Modulation of CCL26 could represent a means to mitigate airway inflammation. Here we evaluated procyanidin A2 as a means of modulating CCL26 production and investigated interactions with the known inflammation modulator, Interferon γ (IFNγ). We used the human lung epithelial cell line A549 and optimized the conditions for inducing CCL26. Cells were exposed to a range of procyanidin A2 or IFNγ concentrations for varied lengths of time prior to an inflammatory insult of interleukin-4 (IL-4) for 24 h. An enzyme-linked immunosorbent assay was used to measure CCL26 production. Exposing cells to 5 μM procyanidin A2 (prior to IL-4) reduced CCL26 production by 35% compared with control. Greatest inhibition by procyanidin A2 was seen with a 2 h exposure prior to IL-4, whereas IFNγ inhibition was greatest at 24 h. Concomitant incubation of procyanidin A2 and IFNγ did not extend the inhibitory efficacy of procyanidin A2. These data provide evidence that procyanidin A2 can modulate IL-4-induced CCL26 production by A549 lung epithelial cells and that it does so in a manner that is different from IFNγ.

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Procyanidins in the Onset and Progression of Colorectal Cancer

Zhu

Mackenzie

Oteiza

2023

Recent Advances in Polyphenol Research

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A-type ECG and EGCG dimers disturb the structure of 3T3-L1 cell membrane and strongly inhibit its differentiation by targeting peroxisome proliferator-activated receptor γ with miR-27 involved mechanism

Cited by 39 publications

References 55 publications

Molecular Insight into Affinities of Gallated and Nongallated Proanthocyanidins Dimers to Lipid Bilayers

Molecular Insight into Affinities of Gallated and Nongallated Proanthocyanidins Dimers to Lipid Bilayers

Procyanidin A2 Modulates IL-4-Induced CCL26 Production in Human Alveolar Epithelial Cells

Procyanidins in the Onset and Progression of Colorectal Cancer

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