• 약학회지
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• 제47권4호
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• pp.234-238
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• 2003

Linarin is a main compound from Chrysanthemum zawadskii var, latilobum. However, the biological mechanisms of these activities are unclear. Because of this wide diversity of effects, it is believed that they may be exerted through pluripotent effectors of linarin. In our previous screening study, the effects of linarin on the mouse macrophages cell line, RAW 264.7 cells, were investigated. It was found that linarin could stimulate macrophages activation by the production of tumor necrosis factor (TNF). The linarin (6.25∼12.5 $\mu\textrm{g}$/mι) inhibited the production of NO in LPS-activated RAW 264.7 cells and linarin became an useful candidates for the development of new drug to treat endotoxemia and inflammation accompanied by the overproduction of NO. However, linarin-treated total lymphocyte showed cytotoxicity in a dose dependent manner between 20 $\mu\textrm{g}$/mι and 40 $\mu\textrm{g}$/mι. In this study, linarin derivative (acetylated linarin) was synthesized in order to obtain less-cytotoxicity of linarin and evaluated for their in vitro cytotoxic activity aganist mouse total lymphocyte. There was no cytotoxic activity in a dose dependent manner (20∼40 $\mu\textrm{g}$/mι) of acetylated linarin whereas linarin showed. The production of NO, however, was not the case by this modified linarin. The cell morphological change was not significantly changed in response to acetylated linarin alone and these effects were potentiated by the addition of LPS. These results suggest that acetylated linarin may be developed to be a promising new drug candidate without cytotoxicity on the basis of its activity of macrophage activation.

• Journal of Applied Biological Chemistry
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• 제64권4호
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• pp.447-451
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• 2021

In this study, we discovered for the first time that linarin, a flavonoid compound, enhances melanin biosynthesis in B16F10 cells, and subsequently elucidated the underlying mechanism of linarin-induced melanogenesis. Linarin showed no cytotoxicity at a concentration of 42 μM and significantly increased intracellular tyrosinase activity and melanin content in B16F10 cells. Mechanistic analysis showed that linarin increased the expression of tyrosinase, tyrosinase-related protein 1 (TRP-1), and microphthalmia-associated transcription factor (MITF) that are related to melanogenesis. Moreover, linarin decreased the phosphorylation of extracellular signal-regulated kinase (ERK) and protein kinase B (AKT). Finally, we evaluated the effect of the structure-activity relationship of linarin and its aglycone on melanogenesis. The results indicated that linarin enhances the expression of melanogenic proteins by activating MITF expression via the modulation of mitogen-activated protein kinase (MAPK), phosphatidylinositol 3-kinase (PI3K), and protein kinase B signaling pathways in B16F10 cells, thereby enhancing melanogenesis.

• Natural Product Sciences
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• 제21권1호
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• pp.59-65
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• 2015

In this study, we investigated whether cynaroside, cynarin and linarin derived from Chrysanthemum indicum L. affect the secretion, production and gene expression of MUC5AC mucin in airway epithelial cells. Confluent NCI-H292 cells were pretreated with cynaroside, cynarin or linarin for 30 min and then stimulated with PMA (phorbol 12-myristate 13-acetate) for 24 h. The MUC5AC mucin gene expression, mucin protein production and secretion were measured by RT-PCR and ELISA, respectively. Effect of linarin on EGF (epidermal growth factor) - or TNF-${\alpha}$ (tumor necrosis factor-${\alpha}$)-induced MUC5AC mucin gene expression and mucin protein production was also examined. The results were as follows: (1) Cynaroside and cynarin did not significantly affect PMA-induced MUC5AC mucin secretion from NCI-H292 cells. However, linarin decreased MUC5AC mucin secretion; (2) Cynaroside did not affect PMA-induced MUC5AC mucin production and gene expresion from NCI-H292 cells. However, cynarin and linarin inhibited the production and gene expression of MUC5AC mucin; (3) Linarin also inhibited the production and gene expression of MUC5AC mucin induced by EGF- or TNF-${\alpha}$ from NCI-H292 cells. These results suggest that linarin can regulate the gene expression, production and secretion of mucin, by directly acting on airway epithelial cells.

• Archives of Pharmacal Research
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• 제25권2호
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• pp.170-177
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• 2002

The herb, Chrysanthemum zawadskii var, latilobum commonly known as Gu-Jul-Cho in Korea, used in traditional medicine to treat pneumonia, bronchitis, cough, common cold, pharyngitis, bladder-related disorders, gastroenteric disorders, and hypertension. Linarin is the main active compound and the biological mechanisms of its activity are unclear. It is believed that effects of this herb may be exerted through the pluripotent effectors of linarin due to its ability to treat a variety of afflictions. In this study, the effects of linarin on the mouse macrophages cell line, RAW 264.7, were investigated. It was found that linarin could activate macrophages by producing cytokines. Monocytes and tissue macrophages produce at least two groups of protein mediators of inflammation, interleukin 1 (IL-1 ) and the tumor necrosis factor (TNF). Recent studies have shown that TNF and IL-1 modulate the inflammatory function of endothelial cells, leukocytes, and fibroblasts. $TNF-{\alpha}$ production by macrophages treated with linarin occured in a dose dependent manner However, IL-1 production was largely unaffected by this natural product. This study demonstrated the ability of linarin to activate macrophages both directly and indirectly. Linarin also affect both cytosine production and nitric oxide inhibition, in addition to the expression of some surface molecules. Nitric oxide (NO), derived from L-argin-ine, is produced by two forms(constitutive and inducible) of nitric oxide synthase (NOS). The NO produced in large amounts by inducible NOS is known to be responsible for the vasodilation and hypotension observed in septic shock. Linarin was found to inhibit NO production in the LPS-activated RAW 264.7 cells. Linarin may be a useful candidate as a new drug for treating endotoxemia and the inflammation accompanied by NO overproduction. The linarin-treated total Iymphocytes exhibited cytotoxicity in a dose dependent manner between $20{\;}{\mu}g/ml{\;}and{\;}40{\;}{\mu}g/ml$. These results suggest that linarin may function through macrophage activation.

• 약학회지
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• 제45권6호
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• pp.604-610
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• 2001

Chrysanthemum zawadskii var. latilobum (Compositae), which is called Gu-Jul-Cho, has been used as traditional medicine in pneumonia, bronchitis, common cold, pharyngitis, bladder-related disorders, women's diseases, and hypertension, etc. In this study we have investigated various biological activities of methanol extracts and their main component, linarin isolated from this herb. The antipyretic effect of them was tested by Brewers yeast method and the antiinflammatory activities, with arachidonic acid, o-tet-radecanoylphorbol 13-acetate and carrageenan. Their antipyretic and antiinflammatory activities were more potent than acetaminophene and aspirin. They also showed stronger hepatoprotective activities than ones of silymarin in mice.

• Journal of Applied Biological Chemistry
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• 제66권
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• pp.1-6
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• 2023

Dendranthema zawadskii is a one of the popular plants as native in South Korea. In this study, linarin was isolated and purified using silica-gel, Diaion, and Sephadex LH-20 from the aerial parts of D. zawadskii. The chemical structure was completely identified through spectroscopic data including 1D, 2D nucleic magnetic resonance, and HRFABMS. Furthermore, linarin inhibited the bacterial neuraminidase (BNA) activity with 13.5 μM of IC₅₀ dose-dependently. Through the enzyme kinetic experiments, linarin as BNA inhibitor exhibited a typical noncompetitive inhibition mode which K_m was contestant and V_max decreased as the concentration of the inhibitor increased. It was further identified that the inhibition constant was 16.0 μM. Linarin was the most abundance metabolite in the aerial part of D. zawadskii extract by UHPLC-TOF/MS analysis. Therefore, D. zawadskii and its main component are expected that it can be effectively used for the infection and inflammation caused by bacteria.

• 한국식품영양과학회지
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• 제45권10호
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• pp.1414-1421
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• 2016

본 연구에서는 구절초를 대상으로 물과 에탄올을 이용하여 확보한 각각의 추출물에 대하여 추출 수율, 폴리페놀 함량, 플라보노이드 함량, linarin 함량, ABTS 라디칼 소거능과 DPPH 라디칼 소거능, ${\alpha}$-glucosidase 저해 활성, lipase 저해 활성을 측정하였다. 구절초는 $70^{\circ}C$, 50% 주정 추출조건에서 추출 수율과 총플라보노이드 함량, linarin 함량, ABTS 라디칼 소거능과 DPPH 라디칼 소거능, ${\alpha}$-glucosidase 저해 활성, lipase 저해 활성이 가장 높았다. 또한, linarin 함량이 구절초 추출물의 생리활성과 상관관계가 있음을 확인하였다. 구절초 추출물은 linarin 함량이 증가함에 따라 항산화, 탄수화물 및 지방 흡수 지연 활성을 가지는 것으로 생각한다. 본 연구를 통하여 구절초의 추출조건에 따른 생리활성을 확인함으로써 향후 구절초를 이용한 건강기능식품의 소재 등으로 이용 가능할 것으로 생각한다.

• Archives of Pharmacal Research
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• 제12권3호
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• pp.223-225
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• 1989

Linarin and schaftoside were isolated from Melandrium firmum (Caryophyllaceae) and characterized by spectral data.

• 대한화학회지
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• 제35권6호
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• pp.720-724
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• 1991

액상 액체 크로마토그래피(HPLC)에 의해 구절초 중 chlorogenic acid (CA), 3,4-o-dicaffeoyl quinic acid (3,4-DCQA), 4,5-o-dicaffeoyl quinic acid (4,5-DCQA)와 linarin의 동시 정량분석법이 새로히 확립되었다. 시료를 20ml 메탄올로 4시간 추출하고 그 추출물을 Sep-Pak $C_18$ cartridge와 용출액으로 4 ml 메탄올-물(1:1)을 사용해서 분리, 정제하였다. HPLC 정량법으로 Bondapak $C_18$ 컬럼(30 cm ${\times}$ 3.9 mm i.d., 10 ${\mu}m$)과 이동상으로 메탄올 -5mM 인산수용액(30:70)의 기울기 용출방식이 사용되었다. 위 정량분석법을 이용해서 시중 구절초 중 그 함량범위는 CA에서 0.35~0.55%, 3,4-DCQA에서 0.46~0.76%, 4,5-DCQA에서 0.077~0.231% 및 linarin에서 0.16~2.72%이었다.

• Archives of Pharmacal Research
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• 제11권3호
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• pp.247-249
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• 1988

Apigenin, apigenin-7-O-glucoside, luteolin-7-O-glucoside and linarin were isolated from Elscholtzia cristata (Labiatae).