Identification and quantification of limonoid aglycones content of Citrus seeds

Montoya, Carlos Arturo Flor; González, Luis Alfonso; Pulido, Sergio; Atehortúa, Lucía; Robledo, Sara M.

doi:10.1016/j.bjp.2019.07.006

Cited by 14 publications

(9 citation statements)

References 21 publications

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“…The first one is collected during the development of tissues, while the concentration of the second form increases during the maturation of seeds. Grapefruit seeds show the highest limonoids content, limonin and nomilin being the most abundant [ 34 ]. Various interesting biological activities of this class of compounds are reported, including antitumoral, anti-inflammatory, antiobesity, antihyperglycemic, antioxidative, anti-neurological-disease, anti-insecticidal, antibacterial and antiviral activities [ 35 , 36 , 37 , 38 ].…”

Section: Discussionmentioning

confidence: 99%

Antioxidant Activity of Citrus Limonoids and Investigation of Their Virucidal Potential against SARS-CoV-2 in Cellular Models

et al. 2021

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The COVID-19 pandemic represents an unprecedented global emergency. Despite all efforts, COVID-19 remains a threat to public health, due to the complexity of mass vaccination programs, the lack of effective drugs, and the emergence of new variants. A link has recently been found between the risk of developing a severe COVID-19 infection and a high level of oxidative stress. In this context, we have focused our attention on natural compounds with the aim of finding molecules capable of acting through a dual virucidal–antioxidant mechanism. In particular, we studied the potential of grapefruit seed extracts (GSE) and their main components, belonging to the class of limonoids. Using chemical and biological approaches including isolation and purification of GSE, antioxidant and virucidal assays, we have shown that grapefruit seed constituents, belonging to the class of limonoids, are endowed with remarkable virucidal, antioxidant and mitoprotective activity.

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Section: Discussionmentioning

confidence: 99%

Antioxidant Activity of Citrus Limonoids and Investigation of Their Virucidal Potential against SARS-CoV-2 in Cellular Models

et al. 2021

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“…Seeds of fruit tree species often represent an important by-product of juice/jam food industries, as well as a relevant source of phytochemicals [72]. This is the case of limonoids in Citrus species [73], and of secoiridoids in Olea species [74]. In the last decade, many utilizations were proposed to add value to these agricultural by-products, including the possibility to use them for nutritional purposes [72,75].…”

Section: Fruit Tree Speciesmentioning

confidence: 99%

Sprouts and Microgreens: Trends, Opportunities, and Horizons for Novel Research

et al. 2020

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Sprouts and microgreens have attracted tremendous interest across multiple disciplines in recent years. Here, we critically review the most recent advances to underscore research prospects and niches, and related challenges, not yet addressed or fully pursued. In particular, we report a number of themes that merit special attention as a result of their relevance to plant science, nutrition, health, and zootechnics: (1) species not yet or inadequately investigated, such as wild plants, and fruit tree strains; (2) abiotic and biotic factors, and biostimulants, for elicitation strategies and metabolic engineering; (3) sanitization and processing technologies to obtain high-quality products; (4) digestive fate and impact of bioactive elements, antinutrients, and allergens on human nutrition; (5) experimental challenges to researching health benefits; (6) the opportunity to generate natural product libraries for drug discovery; and (7) sprouts in animal feeding to improve both animal health and the nutritional value of animal products for the human diet. The convergence of different themes involving interdisciplinary competencies advocate fascinating research pursuits, for example, the elicitation of metabolic variants to generate natural product collections for identification and selection of bioactive chemicals with a role as nutraceuticals, key constituents of functional foods, or interactive partners of specific drugs.

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“…Nomilin showed tyrosinase inhibitory activity higher than that of the extract and lower than that of ascorbic acid. In a study, the tyrosinase inhibitory activities of blue yuzu peel and yellow yuzu peel were compared, and tyrosinase inhibitory activity was found to be related to the content of phenol compounds in yuzu peel [ 46 ]. Two types of limonoid aglycones are present in the seed shell, namely, monolactones, such as limonic acid A-ring lactone, and dilactones, such as limonin [ 47 ].…”

Section: Resultsmentioning

confidence: 99%

Nomilin from Yuzu Seed Has In Vitro Antioxidant Activity and Downregulates Melanogenesis in B16F10 Melanoma Cells through the PKA/CREB Signaling Pathway

Choi

Yang

Kim³

et al. 2022

Antioxidants

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Yuzu (Citrus junos) is a citrus plant native to Asian countries, including South Korea, Japan, and China. Yuzu peel and seed contain abundant vitamin C, citric acid, and polyphenols. Although the antioxidative and antimelanogenic activities of other citrus fruits and yuzu extract have been reported, the tyrosinase inhibitory activity of the limonoid aglycone contained in yuzu seed extract is unknown. We separated yuzu seeds into the husk, shell, and meal and evaluated antioxidant activity of each. The limonoid glucoside fraction of the husk identified nomilin, a novel tyrosinase inhibitor. We performed tyrosinase inhibitory activity and noncompetitive inhibition assays and docking studies to determine nomilin binding sites. Furthermore, we evaluated the antioxidative mechanism and antimelanogenic activity of nomilin in B16F10 melanoma cells. The concentration of nomilin that did not show toxicity was <100 µg/mL. Nomilin suppressed protein expression of TYR, TRP-1, TRP-2, and microphthalmia-associated transcription factor (MITF) in a concentration-dependent manner. Nomilin significantly reduced the levels of p-CREB and p-PKA at the protein level and decreased the levels of skin-whitening-related factors MITF, tyrosinase, TRP-1, and TRP-2 at the mRNA level in a concentration-dependent manner. Thus, nomilin from yuzu seed husk can be used as a skin-whitening agent in cosmetics.

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Identification and quantification of limonoid aglycones content of Citrus seeds

Cited by 14 publications

References 21 publications

Antioxidant Activity of Citrus Limonoids and Investigation of Their Virucidal Potential against SARS-CoV-2 in Cellular Models

Antioxidant Activity of Citrus Limonoids and Investigation of Their Virucidal Potential against SARS-CoV-2 in Cellular Models

Sprouts and Microgreens: Trends, Opportunities, and Horizons for Novel Research

Nomilin from Yuzu Seed Has In Vitro Antioxidant Activity and Downregulates Melanogenesis in B16F10 Melanoma Cells through the PKA/CREB Signaling Pathway

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