Elevated levels of proinflammatory volatile metabolites in feces of high fat diet fed KK-Ay mice

Uchikawa, Misaki; Kato, Mai; Nagata, Akika; Sanada, Shunsuke; Yoshikawa, Yuto; Tsunematsu, Yuta; Sato, Michio; Suzuki, Takuji; Hashidume, Tsutomu; Watanabe, Kenji; Yoshikawa, Yuko; Miyoshi, Noriyuki

doi:10.1038/s41598-020-62541-7

Cited by 13 publications

(9 citation statements)

References 49 publications

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“…Aldehydes and fatty alcohol are extensively found in different fruits and plants and are responsible for the aroma of plant EO, a better smeller, but also the antiinflammatory activity (Foudah et al, 2021;Heidari et al, 2016). Fr-GEO used in the present study was enriched in aldehydes such as octanal, nonanal, citronellal, and undecanal noted by their anti-inflammatory effects (Choi et al, 2020;Foudah et al, 2021;Uchikawa et al, 2020;Xiao et al, 2017). Results from different animal models suggest citral to be used as a supporting anti-inflammatory agent reporting its potentially promising, safe, and innovative use (Campos et al, 2019;Oliveira et al, 2021;Shi et al, 2020), including EOs that have citral as their main component (Han & Parker, 2017;Martins et al, 2017).…”

Section: Discussionmentioning

confidence: 81%

“…Aldehydes and fatty alcohol are extensively found in different fruits and plants and are responsible for the aroma of plant EO, a better smeller, but also the anti‐inflammatory activity (Foudah et al., 2021; Heidari et al., 2016). Fr‐GEO used in the present study was enriched in aldehydes such as octanal, nonanal, citronellal, and undecanal noted by their anti‐inflammatory effects (Choi et al., 2020; Foudah et al., 2021; Uchikawa et al., 2020; Xiao et al., 2017).…”

Section: Discussionmentioning

confidence: 97%

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Anti‐inflammatory properties of an aldehydes‐enriched fraction of grapefruit essential oil

Nikolić

Bosco

Moschetti

et al. 2023

Journal of Food Science

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Chronic inflammation is linked to the development of numerous diseases and is accompanied by increased cytokine secretion. Macrophages provide a first line of defense against pathogens that under inflammatory stimuli release pro‐inflammatory cytokines. The essential oil (EO) fractions obtained from Citrus spp. rich in different compounds have gained the attention of both researchers and users during the last decades. In particular, grapefruit (Citrus paradisi) peel is rich in phenolics and flavonoids with several health benefits, including anti‐inflammatory actions. Additionally, its EO consists of a large number of compounds such as monoterpenes, sesquiterpenes, alcohols, aldehydes, esters, and oxides. Among the methods for encapsulating EOs, spray‐drying is the main one. In the present study, we aimed to determine the in vitro anti‐inflammatory activity of EO from C. paradisi (grapefruit essential oil [GEO]) (whole and fractions) in a lipopolysaccharide (LPS)‐induced inflammation model. Results indicate that Fr‐GEO and Fr‐GEO_SD exert protective effects against LPS‐induced inflammation by decreasing gene expression and levels of pro‐inflammatory cytokines as IL‐6 and TNF‐α. Monoterpenes as the most common components, as well as aldehydes and sesquiterpenes, might be responsible for such effects, although a synergistic action is not excluded. Furthermore, a higher percent of aldehydes is linked to improved olfactory properties. Our findings support the anti‐inflammatory effects of selected Fr‐GEO with a great potential for the development of new nutraceuticals and/or functional food for the treatment of inflammatory‐associated diseases. Practical Application The findings of this study support the anti‐inflammatory effects of selected Fr‐GEO with a great potential for the development of new nutraceuticals and/or functional food for the treatment of inflammatory‐associated diseases.

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Section: Discussionmentioning

confidence: 81%

Section: Discussionmentioning

confidence: 97%

Anti‐inflammatory properties of an aldehydes‐enriched fraction of grapefruit essential oil

Nikolić

Bosco

Moschetti

et al. 2023

Journal of Food Science

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“…This lipid aldehyde belongs to n-alkenals and is formed in vivo via host or bacterial metabolism or can be derived from the autoxidation of unsaturated fatty acid. Studies supported the proinflammatory effect of this lipid aldehyde classified as n-alkenals through tumor necrosis factor α (TNF-α) up-regulation [ 31 ]. In our results, nonanal was positive correlated with IBS-SSS total score in LFD group, suggesting its contribution in low-level induction of chronic inflammation via pro-inflammation cytokines [ 32 ].…”

Section: Discussionmentioning

confidence: 99%

Evaluation of the Effects of the Tritordeum-Based Diet Compared to the Low-FODMAPs Diet on the Fecal Metabolome of IBS-D Patients: A Preliminary Investigation

et al. 2022

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Since irritable bowel syndrome (IBS)—a common gastrointestinal (GI) disorder—still lacks effective therapy, a nutritional approach may represent a practical alternative. Different reports demonstrated that a low-fermentable oligosaccharides, disaccharides, monosaccharides and polyols (FODMAPs) diet (LFD) reduces symptoms in IBS with diarrhea (IBS-D) patients, also inducing beneficial pathophysiological and biochemical modifications. More recently, diets with alternative cereals having a different gluten composition, such as tritordeum, have also been considered (TBD). We investigated the impact of TBD and LFD on the fecal metabolome composition in 38 IBS-D patients randomly allocated to the two diets for 12 weeks. Summarily, at baseline, the profile of fecal volatile organic compounds (VOCs) of IBS-D patients was not significantly different in the two groups. After treatment, significant changes were observed in the two groups regarding the VOCs content since some of them increased in the TBD group (namely, decanoic acid), whereas others (i.e., nonanal and ethanol) increased in the LFD one. Further, at baseline, short-chain fatty acids were positively related to inflammation and showed a significant decreasing trend after both diets compared to baseline values (namely, acetic and propanoic acid). Preliminary results from this pilot study suggest a potential positive intervention of TBD and LFD affecting the fecal metabolome composition in IBS-D patients.

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“…LC–MS consisted of a 1290 Infinity II LC System (Agilent, Santa Clara, CA, USA) coupled with a G6410B triple quadrupole mass spectrometer (Agilent). UPLC separation , was carried out with an ethylene bridged hybrid (BEH) C18 column (1.7 μm, 50 mm × 2.1 mm i.d., Waters) at 40 °C using 0.1% of formic acid in water as solvent A and 0.1% of formic acid in MeOH as solvent B. The gradient condition for B % was 0–3 min = 1%, 3.01–10 min = 1–50%, 10.01–12 min = 99%, and 12.01–15 min = 1%.…”

Section: Introductionmentioning

confidence: 99%

“…LC−MS consisted of a 1290 Infinity II LC System (Agilent, Santa Clara, CA, USA) coupled with a G6410B triple quadrupole mass spectrometer (Agilent). UPLC separation 13,14…”

Section: ■ Introductionmentioning

confidence: 99%

Cytotoxic Homo- and Hetero-Dimers of o-toluidine, o-anisidine, and Aniline Formed by In Vitro Metabolism

Kobayashi

Kishimoto

Watanabe

et al. 2022

Chem. Res. Toxicol.

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Several aromatic amine compounds are urinary bladder carcinogens. Activated metabolites and DNA adducts of polycyclic aromatic amines, such as 4-aminobiphenyl, have been identified, whereas those of monocyclic aromatic amines, such as o-toluidine (o-Tol), o-anisidine (o-Ans), and aniline (Ani), have not been completely determined. We have recently reported that o-Tol and o-Ans are metabolically converted in vitro and in vivo to cytotoxic and mutagenic p-semidine-type dimers, namely 2-methyl-N 4-(2-methylphenyl) benzene-1,4-diamine (MMBD) and 2-methoxy-N 4-(2-methoxyphenyl) benzene-1,4-diamine (MxMxBD), respectively, suggesting their roles in urinary bladder carcinogenesis. In this study, we found that when o-Tol and o-Ans were incubated with S9 mix, MMBD and MxMxBD as well as two isomeric heterodimers, MMxBD and MxMBD, were formed. Therefore, any two of o-Tol, o-Ans, and Ani (10 mM each) were incubated with the S9 mix for up to 24 h and then subjected to LC–MS to investigate their metabolic kinetics. Metabolic conversions to all nine kinds of p-semidine-type homo- and hetero-dimers were observed, peaking at 6 h of incubation with the S9 mix; MxMxBD reached the peak at 6.1 ± 1.4 μM. Homo- and hetero-dimers containing the o-Ans moiety in the diamine structure showed a faster dimerization ratio, whereas levels of these dimers, such as MxMxBD, markedly declined with further incubation. Dimers containing o-Tol and Ani were relatively stable, even after incubation for 24 h. The electron-donating group of the o-Ans moiety may be involved in rapid metabolic conversion. In the cytotoxic assay, dimers with an o-Ans moiety in the diamine structure and MMBD showed approximately two- to four-fold higher cytotoxicity than other dimers in human bladder cancer T24 cells. These chemical and biological properties of homo- and hetero-dimers of monocyclic aromatic amines may be important when considering the combined exposure risk for bladder carcinogenesis.

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Elevated levels of proinflammatory volatile metabolites in feces of high fat diet fed KK-Ay mice

Cited by 13 publications

References 49 publications

Anti‐inflammatory properties of an aldehydes‐enriched fraction of grapefruit essential oil

Anti‐inflammatory properties of an aldehydes‐enriched fraction of grapefruit essential oil

Evaluation of the Effects of the Tritordeum-Based Diet Compared to the Low-FODMAPs Diet on the Fecal Metabolome of IBS-D Patients: A Preliminary Investigation

Cytotoxic Homo- and Hetero-Dimers of o-toluidine, o-anisidine, and Aniline Formed by In Vitro Metabolism

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