• Title/Summary/Keyword: Cyanidin

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Simultaneous analysis of anthocyanins and flavonols in various flower colors of Rhododendron schlippenbachii (royal azalea)

  • Oh, Soo-Min;Chun, Jin-Hyuk;Lee, Min-Ki;Kim, Jung-Bong;Kim, Sun-Ju
    • Korean Journal of Agricultural Science
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    • v.44 no.1
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    • pp.104-113
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    • 2017
  • Anthocyanins contained in Rhododendron schlippenbachii (royal azalea) are expressed in a variety of colors and affect flower colors. R. schlippenbachii flowers of seven colors (white, red group: pink, deep pink, red, purple group: light purple, purple, deep purple) were collected from the garden around KT&G building in the college of agriculture and life science. Seven types of anthocyanins [cyanidin 3-O-diglucoside, cyanidin 3-O-arabinoside-5-O-glucoside, cyanidin 3-O-galactoside, peonidin 3-O-arabinoside-5-O-glucoside, cyanidin 3-O-glucoside, cyanidin 3-O-(6"-O-malonyl) arabinoside, cyanidin 3-O-(6"-O-coumaroyl) glucoside] turned out to be from the cyanidin and peonidin series in R. schlippenbachii flowers. Also, seven types of flavonols [azaleatin 3-O-glucoside, azaleatin 3-O-arabinoside, azaleatin 3-O-rhamnoside, quercetin 3-O-galacatoside, quercetin 3-O-glucoside, quercetin 3-O-arabinoside, quercetin 3-O-rhamnoside] were identified in R. schlippenbachii flowers. Total anthocyanin amounts decreased in R. schlippenbachii flowers in the following order: 'deep pink' (8.07) > 'red' (6.37) > 'pink' (5.35) > 'deep purple' (0.78) > 'purple' (0.43) > 'light purple' ($0.22mg{\cdot}g^{-1}$ dry weight, DW) > 'white' (not detected). Total flavonol amounts decreased in the following order: 'pink' (97.78) > 'deep pink' (63.79) > 'deep purple' (61.98) > 'white' (57.58) > 'light purple' (47.06) > 'purple' (46.76) > 'red' ($7.60mg{\cdot}g^{-1}$ dry weight, DW). This study provided the quantitative and qualitative information for the variation of anthocyanin and flavonol compounds in R. schlippenbachii flowers. Furthermore, this information can contribute to the identification of anthocyanin and flavonol compounds in other Rhododendron flowers.

Identification of Anthocyanins from Korean Pigmented Rice (한국산 유색미의 Anthocyanin 색소 동정)

  • Yoon, Hye-Hyun;Paik, Young-Sook;Kim, Jun-Beom;Hahn, Tae-Ryong
    • Applied Biological Chemistry
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    • v.38 no.6
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    • pp.581-583
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    • 1995
  • Anthocyanins in Korean pigmented rice(Oryza sativa var. Suwon 415) were analyzed to develop value-added natural pigment from rice. The pigment extracted with 1% HCl in methanol was determined as anthocyanins by characteristic absorption spectra in UV-visible ranges showing maximum absorbance at 280 nm and 530 nm. Two aglycones from acid-hydrolyzed anthocyanins were identified as cyanidin and malvidin by their $R_f$ values in several developing solvents, spectral properties, and $^1H-NMR$ analysis. Sugar moiety was determined as monoglucose by paper chromatography. The main anthocyanins in Korean pigmented rice were tentatively identified as cyanidin-3-glucoside and malvidin-3-glucoside.

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Suppressive Effects of Cyanidin-3-glucoside on Th2 Cytokines Production in RBL-2H3 Cells (RBL-2H3 세포에서 Cyanidin-3-glucoside의 Th2 사이토카인 발현 억제 효과)

  • Jeong, Hwa Hyun;Yoon, Soo Jeong;Pyo, Myoung Yun
    • YAKHAK HOEJI
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    • v.57 no.5
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    • pp.309-315
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    • 2013
  • Cyanidin-3-glucoside (C3G), an anthocyanin, is one of the most widespread dietary flavonoids. We investigated the effects of C3G in PMA/ionomycin (PI)-induced RBL-2H3 cells. C3G inhibited the production of IL-4 and IL-13 and also decreased the level of mRNA in a dose-dependent manner. Furthermore, western blot analysis implied that C3G down-regulated the protein level of c-Jun, NF-ATc1 and NF-${\kappa}B$ but not c-Fos. Taken together, we suggest that C3G may have suppressive effects on Th2 cytokines and will be studied further to develop as functional foods that help alleviate allergy symptoms.

Quantitative Analysis of Cyanidin-3-Glucoside from Purple-Colored Crops (유색작물의 Cyanidin-3-Glucoside 최적 추출분석)

  • Kim, Eun-Shil;Shin, Jin-Chul;Chung, Ha-Sook
    • KOREAN JOURNAL OF CROP SCIENCE
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    • v.51 no.spc1
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    • pp.103-106
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    • 2006
  • Anthocyanins are water-soluble glycosides and acylglycosides of anthocyanidins, having different color variations due to its substitution patterns. Anthocyanins, present in various fruits, vegetables and crops as natural colorant, have been well characterized for its bioactive properties, anti-oxidant, anti-cancer, anti-proliferative and anti-inflammatory properties. During extraction and purification, the factors, such as pH, temperature, oxygen, light, enzymes, nucleophilic agents, sugar derivatives and co-pigments, have affected on anthocyanin stability. For this reason, the extraction method should be thoroughly checked for the qualitative/quantitative analysis of anthocyanin in particular plant material. To identify the optimum extraction method of cyanidin-3-glucoside, major anthocyanin of dark purple-colored grains, Oryza sativa cv. Heugjinjubyeo, Phaselous vulgaris, Phynchosia gngularis, Sesamum indium, Rhynchosia nulubilis and Lablab purpureus, reversed-phase HPLC analysis using solvent system of acetonitrile, methanol and water were accomplished.

Identification of Anthocyanins from Pigmented Rice Seeds

  • Lee, Hun-Joong;Oh, Se-Kwan;Choi, Hae-Chune;Kim, Soo-Un
    • Applied Biological Chemistry
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    • v.41 no.4
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    • pp.257-260
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    • 1998
  • Anthocyanins pigments were isolated from the pigmented rice seeds (cultivar Killimhuk-mi) by a combination of Sephadex LH-20 and preparative high performance liquid chromatographies. Four anthocyanins were identified by their chromatographic, spectral and chemical properties. The major pigment was cyanidin 3-glucoside and cyanidin 3-oxalyl-glucoside was found in the rice for the first time.

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Antioxidant Activity of Ripe Fruit Components of Rubus coreanus: Extraction Using Porous Polymer Resins (다공성 합성흡착제를 이용한 복분자 딸기(Rubus coreanus) 농축액의 항산화 효과)

  • Choi, Se-Jin;Lee, Yeon-Sil;Kim, Jin-Kyu;Chung, Cha-Kwon;Kang, Il-Jun;Lim, Soon-Sung
    • Korean Journal of Food Science and Technology
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    • v.43 no.2
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    • pp.149-155
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    • 2011
  • This study was carried out to develop a method of removing unnecessary sugars and high-molecular weight soluble components from water extract by using various highly porous polymer resins: these resins are widely used as adsorbents for polyphenolic compounds. Each anthocyanin-rich fraction (ARF) that was eluted from column packed with 4 different resins (SEPABEADS SP207, 700, 850 and Diaion HP 20) was obtained from an aqueous extract of the ripe fruits of Rubus coreanus, which is well-known in Korea as "Bok-bun-ja". Among the above mentioned resins, Diaion HP20 had the highest efficacy and provided maximum yield of the ARF. The ARF eluted from the column packed with HP 20 exhibited the strongest antioxidant activity in vitro. Bioactive phytochemicals extracted from Rubus coreanus were investigated using the on-line HPLC-$ABTS^{{\cdot}+}$ system, and the resulting 6 peaks were identified as radical-scavenging components. By using liquid chromatography-mass spectrometry, 5 peaks were obtained, and these were identified as cyanidin-3-sambubioside, cyanidin-3-glucoside, cyanidin-3-xylosylrutinoside, cyanidin-3-rutinoside and pelargonidin-3-rutinoside. These results indicate that the use of appropriate porous resin (Diaion HP 20) leads to an increase in the yield of bioactive components and enhancement of their biological properties.

Chemical Structure of the Major Color Component from a Korean Pigmented Rice Variety (한국산 유색미에서 분리한 안토시아닌의 화학구조)

  • Cho, Man-Ho;Paik, Young-Sook;Yoon, Hye-Hyun;Hahn, Tae-Ryong
    • Applied Biological Chemistry
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    • v.39 no.4
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    • pp.304-308
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    • 1996
  • The major color component of a Korean pigmented rice (Oeyza sativa var. Suwon 415) was purified with Amberlite XAD-7 column and preparative paper chromatography. The purified pigment was determined as anthocyanin by paper chromatography, UV/Vis and NMR spectroscopy. The $\lambda_{max}$ of the Purified anthocyanin on UV/Vis spectrum were 529 nm and 281 nm. The $A_{440}/A_{529}$ value of the purified anthocyanin was 23% suggesting the presence of 3-glycosidic structure. The aglycone from acid hydrolysis showed bathochromic shift (18 nm) in the presence of $AlCl_3$ indicating that the anthocyanidin contained free adjacent hydroxyl groups such as cyanidin, delphinidin, petunidin or luteolinidin. The sugar moiety obtained from acid hydrolysis was determined as glucose by paper chromatography. The NMR spectra showed that the aglycone was cyanidin and the sugar was ${\beta}-D-glucopyranose$. Thus, the chemical structure of the purified anthocyanin was identified as cyanidin $3-O-{\beta}-D-glucopyranoside$.

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Identification of C3G(cyanidin-3-glucoside) from Mulberry Fruits and Quantification with Different Varieties (오디에서 C3G(cyanidin-3-glucoside)의 분리, 동정 및 계통별 함량분석)

  • 김현복;김선림
    • Journal of Sericultural and Entomological Science
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    • v.45 no.2
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    • pp.90-95
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    • 2003
  • This study was carried out to identify of C3G (cyanidin-3-glucoside) from mulberry fruits and quantify with different varieties. C3G of mulberry fruits was extracted with 1% HCl-MeOH and purified with open column (5${\times}$90cm) which filled with Amberlite IRC-50 ion exchange resin. The $\lambda$max ranges of the purified C3G on UV/vis spectrum were 516nm and 280nm. Also, molecular weight of C3G from mulberry fruits by LC-Mass was determined as 449. From above results, we concluded that anthocyanin pigment of mulberry fruits was C3G only. The cyanidin-3-glucoside (C3G) was separated and quantified by High Performance Liquid Chromatography (HPLC) system using a Nova-Pack C$\_$18/ column. Mean content of the 35 tested accessions was 0.89%. Also fruity characteristics as well as C3G content to select the desirable mulberry varieties for the production of fruit were researched and analyzed. We selected three suitable varieties such as 'Susungppong', 'Kangsun', and 'Jeolgokchosaeng(Chungpuk)'.

Distribution of Floral Anthocyanins in the Species of Genus Hibiscus (Hibiscus속 종내의 anthocyanin 분포)

  • Kim, Jong Hwa;Son, Chang Youl
    • Horticultural Science & Technology
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    • v.16 no.3
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    • pp.381-384
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    • 1998
  • Intersectional differences in anthocyanin composition were observed in a survey of floral anthocyanins of 27 species in genus Hibiscus (Malvaceae). The most common suits of floral anthocyanins were 3-xylosylglucosides and 3-glucosides of delphinidin and cyanidin in species of section Trichospermum, Fucaria, Trionum, Abelmoschus, and Ketmia. Cyanidin 3-sophoroside was the predominant anthocyanin in species of section Lilibiscus. Six common anthocyanidin 3-glucosides and corresponding malonates were detected only in the species of section Bombycella. These intersectional variation coincided generally with proposed sectional boundaries based on morphological characteristics. Anthocyanin composition was more complicated in self-incompatible species than in self-compatible species. The systematic significance of diverse anthocyanin profile was discussed in the aspect of pollination ecology.

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Bioconversion of Cyanidin-3-Rutinoside to Cyanidin-3-Glucoside in Black Raspberry by Crude α-ʟ-Rhamnosidase from Aspergillus Species

  • Lim, Taehwan;Jung, Hana;Hwang, Keum Taek
    • Journal of Microbiology and Biotechnology
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    • v.25 no.11
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    • pp.1842-1848
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    • 2015
  • Cyanidin-3-glucoside (C3G) has been known to be more bioavailable than cyanidin-3-rutinoside (C3R), the most abundant anthocyanin in black raspberry (Rubus occidentalis). The aim of this study was to enhance the bioavailability of anthocyanins in black raspberry by cleaving ʟ-rhamnose in C3R using crude enzyme extracts (CEEs) from Aspergillus usamii KCTC 6956, A. awamori KCTC 60380, A. niger KCCM 11724, A. oryzae KCCM 12698, and A. kawachii KCCM 32819. The enzyme activities of the CEEs were determined by a spectrophotometric method using ρ-nitrophenyl-rhamnopyranoside and ρ-nitrophenyl-glucopyranoside. The CEE from A. usamii had the highest α-ʟ-rhamnosidase activity with 2.73 U/ml at 60℃, followed by those from A. awamori and A. niger. When bioconversion of C3R to C3G in black raspberry was analyzed by HPLC-DAD, the CEEs from A. usamii and A. awamori hydrolyzed 95.7% and 95.6% of C3R to C3G, respectively, after 2 h incubation. The CEEs from A. kawachii and A. oryzae did not convert C3R to C3G in black raspberry.