Four New Lignans and IL-2 Inhibitors from Magnoliae Flos

Nguyen, Thi Tuyet Mai; Lee, Hyun Su; Nguyễn, Thị Thu Hà; Ngo, Thi Quynh Mai; Jun, Chang‐Duk; Min, Byung Sun; Kim, Jeong Ah

doi:10.1248/cpb.c17-00314

Cited by 16 publications

(3 citation statements)

References 31 publications

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“…The primary constituents of a 30% ethanolic FM extract (FM EtOH ) have been previously determined as vanillic acid, tiliroside, eudesmin, magnolin, and fargesin [21]. In addition, several studies have reported the FM immunosuppressive mechanism with respect to the ORAI1 channel intracellular calcium signal [6,[22][23][24][25]. Nevertheless, its constituent effects on SOCE regulation and physiological effects in the immune cells involved in allergic diseases are still unknown.…”

Section: Original Articlementioning

confidence: 99%

Flos magnoliae constituent fargesin has an anti-allergic effect via ORAI1 channel inhibition

Hong

Kim

et al. 2021

Korean J Physiol Pharmacol

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Section: Original Articlementioning

confidence: 99%

Flos magnoliae constituent fargesin has an anti-allergic effect via ORAI1 channel inhibition

Hong

Kim

et al. 2021

Korean J Physiol Pharmacol

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“…Previous phytochemical investigations of Magnoliae Flos led to the isolation of several compounds with promising biological activities, such as lignans, neolignans, phenylpropanoids, terpenes, and some alkaloids [22]. Among them, lignans are an important constituent of Magnoliae Flos that exhibits a wide range of biological activities, such as anti-inflammatory [23], antiallergy [24], anti-obesity [25], antidiabetes [26], and neuroprotective activities [27]. However, there have been no studies evaluating the effects of Magnoliae Flos or its constituents on melanogenesis.…”

Section: Introductionmentioning

confidence: 99%

(+)-Magnolin Enhances Melanogenesis in Melanoma Cells and Three-Dimensional Human Skin Equivalent; Involvement of PKA and p38 MAPK Signaling Pathways

et al. 2022

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Magnoliae Flos is a traditional herbal medicine used to treat nasal congestion associated with headache, empyema, and allergic rhinitis. In our preliminary screening of crude drugs used in Japanese Kampo formulas for melanin synthesis, the methanol extract of Magnoliae Flos was found to exhibit strong melanin synthesis activity. However, there have been no studies evaluating the effects of Magnoliae Flos or its constituents on melanogenesis. The present study aimed to isolate the active compounds from Magnoliae Flos that activate melanin synthesis in melanoma cells and three-dimensional human skin equivalent, and to investigate the molecular mechanism underlying melanin induction. The methanol extract of Magnoliae Flos induced an increase of melanin content in both B16-F1 and HMV-II cells. A comparison of melanin induction by three fractions prepared from the extract showed that the ethyl acetate fraction markedly induced melanin synthesis. Bioassay-guided separation of the ethyl acetate fraction resulted in the isolation of seven lignans (1 – 7). Among them, (+)-magnolin (5) strongly induced melanin synthesis and intracellular tyrosinase activity. Furthermore, the ethyl acetate fraction and 5 clearly induced melanin content in a three-dimensional human skin equivalent. Molecular analysis revealed that 5 triggered the protein expression of tyrosinase, tyrosinase-related protein-1, and tyrosinase-related protein-2. Further analysis of transcriptional factors and signaling pathways demonstrated that 5 induces the protein expression of tyrosinase, tyrosinase-related protein-1, and tyrosinase-related protein-2 activated by the protein kinase A- and p38 mitogen-activated protein kinase-dependent pathways, leading to cAMP-responsive element-binding protein phosphorylation and microphthalmia-associated transcription factor expression. These findings demonstrate the potential of 5 as a potent therapeutic agent for hypopigmentation.

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“…13) Magnolia Flower ( ) is a crude drug defined as the buds of Magnolia salicifolia, M. kobus, M. biondii, M. sprengeri, or M. heptapeta (M. denudata) in the Japanese Pharmacopoeia 17th edition. 14) Magnolia Flower has been often used for the treatment of headaches, toothaches, and nasal congestion, showing anti-allergy [15][16][17] and anti-inflammatory 18) activity. Several active constituents exhibiting various biological activities from Magnolia Flower have been identified, according to the literature, including lignans with IL-2 inhibitory 19) and cholesterol-lowering 20) activity, neolignans with antiinflammatory 21) and anti-vasculogenesis 22) activity, and volatile oils with anti-inflammatory activity.…”

Section: Introductionmentioning

confidence: 99%

Structures and Inhibitory Activities for Interleukin-2 Production of Seasonally Variable Constituents in Flower Parts of <i>Magnolia kobus</i> at Different Growth Stages

Oshima

Kume

Umeda

et al. 2020

CHEMICAL & PHARMACEUTICAL BULLETIN

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Magnolia Flower is a crude drug used for the treatment of headaches, toothaches, and nasal congestion. Here, we focused on Magnolia kobus, one of the botanical origins of Magnolia Flower, and collected the flower parts at different growth stages to compare chemical compositions and investigate potential inhibitory activities against interleukin-2 (IL-2) production in murine splenic T cells. After determining the structures, we examined the inhibitory effects of the constituents of the bud, the medicinal part of the crude drug, against IL-2 production. We first extracted the flower parts of M. kobus from the bud to fallen bloom stages and analysed the chemical compositions to identify the constituents characteristic to the buds. We found that the inhibitory activity of the buds against IL-2 production was more potent than that of the blooms. We isolated two known compounds, tiliroside (1) and syringin (2), characteristic to the buds from the methanol (MeOH) extract of Magnolia Flower. Moreover, we examined the inhibitory activities of both compounds against IL-2 production and found that tiliroside (1) but not syringin (2), showed strong inhibitory activity against IL-2 production and inhibited its mRNA expression. Thus, our strategy to examine the relationship between chemical compositions and biological activities during plant maturation could not only contribute to the scientific evaluation of medicinal parts of crude drugs but also assist in identifying biologically active constituents that have not yet been reported.

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Four New Lignans and IL-2 Inhibitors from Magnoliae Flos

Cited by 16 publications

References 31 publications

Flos magnoliae constituent fargesin has an anti-allergic effect via ORAI1 channel inhibition

Flos magnoliae constituent fargesin has an anti-allergic effect via ORAI1 channel inhibition

(+)-Magnolin Enhances Melanogenesis in Melanoma Cells and Three-Dimensional Human Skin Equivalent; Involvement of PKA and p38 MAPK Signaling Pathways

Structures and Inhibitory Activities for Interleukin-2 Production of Seasonally Variable Constituents in Flower Parts of <i>Magnolia kobus</i> at Different Growth Stages

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