• Title/Summary/Keyword: Limonoids

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Contents of Polyphenols and Limonoids in Citron (Citrus junos Sieb. ex Tanaka) Seed Extracts and Their Antioxidant Properties

  • Choi, In-Wook;Choi, So-Yeon;Nam, Bo-Ra;Kim, Yoon-Sook;Choi, Hee-Don
    • Food Science and Biotechnology
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    • v.17 no.2
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    • pp.373-378
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    • 2008
  • Contents of phytochemicals in citron (Citrus junos Sieb. ex Tanaka) seeds and their effects on antioxidant activities were investigated. Methanol extract of defatted citron seeds contained the highest amounts of total polyphenols followed by 70% ethanol and water extracts. Neohesperidin was the most predominant citrus flavanones in these extracts. The highest amounts of limonoids were found in methanol extract, and this extract was the most efficient in scavenging both DPPH and ABTS radicals. All 3 extracts also exhibited good antioxidant activities against attack of linoleate free radicals on $\beta$-carotene. When methanol extract was sequentially fractionated into ether, ethyl acetate, n-butanol, and water fractions, butanol fraction contained the highest amounts of polyphenols otherwise most of limonoids were concentrated in ethyl acetate fraction. A positive relationship between radical scavenging activities and total polyphenol contents in fractions was observed while antioxidant activity on $\beta$-carotene seemed more related with contents of limonoids and other hydrophobic polyphenols.

Simultaneous Determination of the Flavonoids and Limonoids in Citrus junos Seed Shells Using a UPLC-DAD-ESI/MS

  • Jo, Ara;Shin, Ji hun;Song, Hwa young;Lee, Ye Eun;Jeong, Da Eun;Oh, Sung Hwa;Mun, Myung Jae;Lee, Mina
    • Natural Product Sciences
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    • v.26 no.1
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    • pp.64-70
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    • 2020
  • Citrus junos seeds (CS) have been traditionally used for the treatment of cancer and neuralgia. They are also used to manufacture edible oil and cosmetic perfume. A large amount of CS shells without oil (CSS) are discarded after the oil in CS is used as foods or herbal remedy. To efficiently utilize CSS as a by-products, it needs to be studied through chemical analysis. Therefore, we developed an ultra-performance liquid chromatography (UPLC)-diode array detection (DAD) method for simultaneous determination and quantitative analysis of five components (two flavonoids and threes limonoids) in CSS. A Waters Acquity UPLC HSS T3 column C18 (2.1 × 100 mm, 1.8 ㎛) was used for this separation. It was maintained at 40 ℃. The mobile phase used for the analysis was distilled water and acetonitrile with gradient elution. To identify the quantity of the five components, a mass spectrometer (MS) with an electrospray ionization (ESI) source was used. The regression equation showed great linearity, with correlation coefficient ≥ 0.9912. Limits of detection (LOD) and limits of quantification (LOQ) of the five compounds were 0.09 - 0.13 and 0.26 - 0.38 ㎍/mL, respectively. Recoveries of extraction ranged from 97.45% to 101.91%. Relative standard deviation (RSD) values of intra- and inter-day precision were 0.06 - 1.15% and 0.19 - 0.25%, respectively. This UPLC-DAD method can be validated to simultaneously analyze quantities of marker flavonoids and limonoids in CSS.

Constituents of the Fruits and Leaves of Euodia daniellii

  • Yoo, Sang-Woo;Kim, Ju-Sun;Kang, Sam-Sik;Son, Kun-Ho;Chang, Hyeun-Wook;Kim, Hyun-Pyo;Bae, Ki-Hwan;Lee, Chong-Ock
    • Archives of Pharmacal Research
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    • v.25 no.6
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    • pp.824-830
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    • 2002
  • Four flavonoid glycosides, flavaprin (7), evodioside B (8), vitexin (11), and hesperidin (12), as well as the coumarins bergapten (1), xanthotoxin (2), and isopimpinellin (3), the lignan simplexoside (10), the steroids ${\beta}-sitosterol$ (4) and daucosterol (5), the limonoids isolimonexic acid (6) and limonin (9), and uracil (13) and myo-inositol (14) have been isolated from Euodia daniellii. The structures of these compounds were established from spectral data. Among the isolates, bergapten showed cyclooxygenase-2 inhibitory activity with an $IC_{50}$ value of $6.2{\;}{\mu\textrm{g}}/ml. Flavonoids isolated from this plant exhibited no cytotoxic activity against the human tumor cell lines, A549, SKOV-3, SKMEL-2, XF498, and HCT15.

Cyclooxygenase-2 Inhibitor from Evodia rutaecarpa

  • Kang, Sam-Sik;Kim, Ju-Sun;Son, Kun-Ho;Kim, Hyun-Pyo;Chang, Hyeun-Wook
    • Natural Product Sciences
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    • v.5 no.2
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    • pp.65-69
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    • 1999
  • By bioassay guided fractionation followed by chromatographic separation of the MeOH extract from the fruit of Evodia rutaecarpa (Juss.) Benth. (Rutaceae), a new cyclooxygenase-2 inhibitor was isolated and identified as an alkaloid, rutaecarpine. Other alkaloids such as evodiamine and dehydroevodiamine together with limonoids were also isolated and characterized.

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A Study on the Efficacy of the Coumarine Derivatives with Anti-Inflammatory Activity in the Trifoliate Orange Extract (탱자 추출물에서 항염증 활성을 갖는 쿠마린 유도체의 효능에 관한 연구)

  • Kim, Duck-Sool
    • Journal of the Korean Applied Science and Technology
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    • v.29 no.4
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    • pp.610-617
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    • 2012
  • Trifoliate orange components consist of several kinds, such as monoterpenes, limonoids, flavonoids, and coumarins. Coumarin derivatives were shown to possess valuable pharmacological properties such as anti-inflammatory and dietary effect. Among them, 7-geranyloxycoumarin 6 is a promising chemopreventive agent againist skin, tongue, oesophaqus and colon carcinogenesis in rodents. Seven new coumarin derivatives structurally related to 7-geranyloxycoumarin were synthesised in good yields by $Cs_2CO_3$/acetonitrile condition. We investigated the effect of anti-inflammatory activity on interleukin-6 for synthesised geranyloxycoumarin derivatives. 6-Geranyoxycoumarin 9 (68.9% / $1{\mu}M$ ; 72.6% / $10{\mu}M$) of the anti-inflammatory activity is far higher than 7-Geranyloxycoumarin 5 (40.1% / $1{\mu}M$ ; 61.1% / $10{\mu}M$) and their other derivatives.

Phytochemical Constituents from the Stem Bark of Phellodendron amurense Rupr.

  • Lee, Jin-Hwan;Lee, Byong-Won;Moon, Yea-Hwang;Yang, Min-Suk;Jang, Ki-Chang;Park, Ki-Hun
    • Journal of Applied Biological Chemistry
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    • v.48 no.2
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    • pp.93-96
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    • 2005
  • Three limonoids and two phenolics were isolated from stem bark of Pellodendron amurense Rupr. (Rutaceae) and were defined clearly as calodendrolide (1), obacunone (2), limonin (3), methyl 4-hydroxybenzoate (4), and syringin (5) based on NMR spectroscopy results obtained with the aid of X-ray crystallographic analysis. This is the first report on the isolation of calodendrolide (1) from this plant.