Citrus peel polymethoxyflavones nobiletin and tangeretin suppress LPS- and IgE-mediated activation of human intestinal mast cells

Hagenlocher, Yvonne; Feilhauer, Katharina; Schäffer, Michael; Bischoff, Stephan C.; Lorentz, Axel

doi:10.1007/s00394-016-1207-z

Cited by 46 publications

(27 citation statements)

References 43 publications

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“…Hesperidin was found to be the most predominant flavonoid in tangerine peel, followed by tangeretin and nobiletin (Ho and Kuo, 2014). Even though pharmacological activity such as neuroinflammatory activity, antibacterial, antifungal, antiaging, anti-tyrosinase, anti-acne, antiallergic, anticancer, anti-inflammatory and antiviral activity against the human respiratory syncytial virus (RSV) have been assigned to these compounds, it is known that these compounds individually often do not account for the activity of the extracts, and that these compounds in combination is responsible for the pharmacological activities observed (Kim et al, 2008a;Ho and Kuo, 2014;Rashed et al, 2015;Xu et al, 2015;Vargas et al, 2016;Adhikari et al, 2017;Hagenlocher et al, 2017). Additionally tangeretin and nobiletin also showed the best antibacterial activity against Staphylococcus aureus, Microsporum canis, Escherichia coli, Trichophyton mentagrophytes when tested against bacterial and fungal species when the peel extracts of C. sinensis, C. limon, and C. reticulata were tested, with antimicrobial activity also reported for these compounds in the leaf extract of C. volkameriana (Johann et al, 2007;Rashed et al, 2015).…”

Section: Discussionmentioning

confidence: 99%

1H-NMR Metabolomics and LC-MS Analysis to Determine Seasonal Variation in a Cosmeceutical Plant Leucosidea sericea

2020

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Leucosidea sericea is an evergreen shrub belonging to the Rosaceae family with previous studies that indicated that L. sericea extracts exhibited strong anti-bacterial properties against Propionibacterium acnes, showing potential as a cosmeceutical. The plant is traditionally used as a vermifuge, as an astringent and to treat conjunctivitis. Commercial production is, however, not possible as no information is available on cultivation and the effect of external environmental factors such as seasonal variation on the medicinal properties of the plant. Seasonal variation was investigated and it was found that significant differences were observed between the anti-acne (P. acnes) activity of plant material collected in different seasons. The best activity was found in winter with a mean minimum inhibitory concentration (MIC) of 5.20 µg mL −1 compared to spring at 26.04 µg mL −1. A 1 H NMR-based untargeted metabolomic analysis was used to determine the differences in the chemical profiles of plant samples collected in different seasons. Principal component analysis (PCA) showed clear separation of the seasons and a supervised orthogonal partial least square discriminant analysis (OPLS-DA) was used to determine the compounds that differentiated the spring from the winter samples. The contribution plot indicated a strong positive association with the NMR regions from δ 1.2-1.6, 3.3-4.1, and 6.8-8.0 ppm indicative of a compound with an aromatic ring. Different LC-MS analyses were used in conjunction with a compound database, MAGMa and CSIFingerID, which led to the identification of the compound 2-(4-ethoxyphenyl)-5,6,7,8-tetramethoxy-4H-1-benzopyran-4-one and also confirmed the presence of tangeritin, rutin, quercetin glucoside, and kaempferol glucosides as well as several other compounds previously identified from the plant. This compound similar in structure to the anti-microbial flavonoid tangeritin, was only present in the winter samples. It is therefore recommended that seasonal variation be closely monitored during cultivation and commercial harvesting, and that winter is the preferred harvesting season to obtain the best anti-acne activity.

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Section: Discussionmentioning

confidence: 99%

1H-NMR Metabolomics and LC-MS Analysis to Determine Seasonal Variation in a Cosmeceutical Plant Leucosidea sericea

2020

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“…Apart from the afore-mentioned proinflammatory cytokines, nobiletin pretreatment also exhibited dramatic downregulation effect on CCL2 (C-C motif chemokine ligand 2), CCL3, CCL4 and CXCL8 (C-X-C motif chemokine ligand 8) in human intestinal mast cells (hiMC), which is a powerful effector cell associated with inflammatory bowel disease. However, nobiletin generated no effect on the expression of IL-1β in IgE (immunoglobulin E) -activated hiMC, while significantly attenuated it in LPS (lipopolysaccharide) -induced hiMC, indicating the suppressing effect of nobiletin may be inducer-dependent (Hagenlocher et al, 2017). Later, the same research group further investigated the impact of nobiletin on in vivo IL-10 −/− mice model.…”

Section: Inflammatory Bowel Diseasesmentioning

confidence: 99%

Anti-inflammatory effects of polymethoxyflavones from citrus peels: a review

Wang¹,

Li²,

Wei³

et al. 2018

Journal of Food Bioactives

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Inflammation is a non-specific kind of biological immune response of body tissues to any type of external or internal injuries, such as pathogens, irritants and immune stress reactions. There are two types of inflammation, namely acute and chronic. Acute inflammation starts and develops rapidly, and is aroused by various factors, including injuries, infection, toxins or immune reactions. Chronic inflammation usually lasts for an extended long period of time and results from elimination failure of acute inflammation, autoimmune disorders, various pathogens and pathogenic environments. Except for the damage itself, there exists a direct and intimate connection between chronic inflammation and various clinic common diseases, such as neurodegeneration, as well as metabolic and cardiovascular ailments. Citrus peel is a by-product generated in citrus juice processing. Polymethoxyflavones (PMFs) exist abundantly and almost exclusively in citrus peels, and their biological activities have been broadly investigated in recent years. PMFs have proven to possess potential inhibitory bioactivities towards a number of functional and immune diseases including inflammation. The two most abundant PMFs exhibiting prominent bioactivities in citrus peels are nobiletin and tangeretin, ubiquitously detected in various citrus species. In this review, the beneficial health effects and the underlying molecular mechanisms of ten main citrus PMFs were illustrated against numerous inflammatory diseases, including inflammatory bowel disease (IBD), neuroinflammation and organ inflammation, among others.

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“…Quercetin has been reported to inhibit leukotriene B4 levels in mast cells [76], with pinocembrin [79], nobiletin [80], kaempferol [76,78], fisetin [77], myricetin [77,81] and rutin (a combination of flavonoid quercetin and disaccharide rutinose) [77,82]. Diverse immune cells express multiple types of polyphenol receptors that recognize and allow cellular uptake of polyphenols, consequently activating or suppressing signalling pathways [83].…”

Section: In Vitro Studiesmentioning

confidence: 99%

Contribution of Dietary PUFAs and Micronutrients in the Protection against Food Allergy Development

Hoppenbrouwers¹,

Jh²,

Garssen³

et al. 2018

Preprint

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Specific nutrients including n-3 long chain polyunsaturated fatty acids (LCPUFAs), flavonoids, vitamin A, D and E are considered to possess protective properties on human health by impacting on immunological reactions. An ‘inflammation-suppressive’ effect appears to be the common denominator of the beneficial effects of most of these dietary components which may protect against the development of chronic immune disorders such as allergy. However, the majority of these promising data are from preclinical studies such as animal disease models, as the majority of clinical studies only indicate associations. PUFAs, especially n-3 LCPUFAs, have been shown to interact with both the sensitization as well as the effector phase in food allergy. However, it should be noted and realised that PUFAs are highly susceptible to lipid oxidation. Flavonoids and fat-soluble vitamins both contain anti-inflammatory properties and are able to act as anti-oxidants as well. Here, we explore the anti-allergic properties of PUFAs, flavonoids and fat-soluble vitamins in order to create an overview and, more importantly, suggest a strategy to target food allergies using these components and combinations thereof. Dietary n-3 LCPUFAs and the above mentioned micronutrients are promising anti‐allergy agents capable of influencing the allergic immune response through multiple and different biological pathways.

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Citrus peel polymethoxyflavones nobiletin and tangeretin suppress LPS- and IgE-mediated activation of human intestinal mast cells

Abstract: Nobiletin and, to a lesser extent, tangeretin could be considered as anti-inflammatory nutraceuticals by reducing release and production of proinflammatory mediators in MC.

Cited by 46 publications

References 43 publications

1H-NMR Metabolomics and LC-MS Analysis to Determine Seasonal Variation in a Cosmeceutical Plant Leucosidea sericea

1H-NMR Metabolomics and LC-MS Analysis to Determine Seasonal Variation in a Cosmeceutical Plant Leucosidea sericea

Anti-inflammatory effects of polymethoxyflavones from citrus peels: a review

Contribution of Dietary PUFAs and Micronutrients in the Protection against Food Allergy Development

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