• Title/Summary/Keyword: acylated anthocyanins

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Antioxidative Activity of Acylated Anthocyanin Isolated from Fruit and Vegetables

  • Park, Sang-Won;Chang, Eun-Ju;Ha, Tae-Youl;Park, Kyoung-Ho
    • Preventive Nutrition and Food Science
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    • v.2 no.3
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    • pp.191-196
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    • 1997
  • The antioxidative activity of seven different acylated anthocyanin pigments isolated from grape, sweet potato, eggplant and red cabbage was evaluated bvy using linoleic acid autoxidation and rat liver microsomal systems. The acylated anthocyanins were isolated and purified by Amberlite SAD-7, ODS and Sephadex LH-20 column omatography, and preparative HPLC. Most of acylated anthocyanisns exhibited antioxidative activity as strong as $\alpha$-tocoperol, and especially peonidin3-O--(6-O-trans-caffeyl)-2-O-(6-O-trans-feuloylglucopyranosyl)-$\beta$-D-glucopyranosyl-5-O-$\beta$-D-glucopyranoside from purple sweet potato showed the strongest activity, comparable to BHA (not significant, p<0.05) in the linoleic acid system. Meanwhile, two acylated anthocyanins from the pericarps of grape and eggplant inhibited considerably the MDA formation from rat liver microsomal lipid peroxidation induced by FeSO$_4$/$H_2O$$_2$. In particular, malvidin 3-O-(6-O-p-coumaroyl)-$\beta$-D-glucopyranosde from grape pericarps showed the strongest antioxidant activity, comparable to $\alpha$-tocopherol (not significant, p<0.05). These results suggest that the acylated anthocyanins from fruits and vegetables can be used as potential dietary ntioxidants and natural colorants.

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Studies on the Utilization of Plant Pigments -I. Isolation and Identification of Anthocyanin Pigments in Ganges Amaranth- (식물성(植物性) 색소(色素)의 이용(利用)에 관(關)한 연구(硏究) -I. 꽃잎 맨드라미(Amaranthus tricolor L.)의 Anthocyanin 색소(色素)의 분리(分離) 동정(同定)-)

  • Yoon, Tai-Hyeun;Lee, Sang-Jik;Kim, Kwang-Soo
    • Korean Journal of Food Science and Technology
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    • v.10 no.2
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    • pp.194-202
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    • 1978
  • In order to evaluate the utility of the anthocyanin pigments in Ganges Amaranth as an edible pigment, this study was designed to isolate and identify the anthocyanins. The anthocyanins present in leaves of Ganges Amaranth were extracted with 0.1% HCl in methanol. The extracted pigments were purified by organic solvent treatment and Amberlite CG-400 Type cation exchanger, and then separated into individual pigments by paper chromatography with n-butanol-formic acid-water(100:25:60, v/v) as a solvent system. The separated pigments were identified by their Rf values, sugar moieties, complete hydrolysis and spectral characteristics in the visible and ultraviolet regions. The amounts of individual anthocyanins were also determined. The results obtained from these experiments were as follows. 1. Chromatograms of the Ganges Amaranth extract developed with BFW yielded three anthocyanin bands. The two of the anothocyanin bands were tentatively identified as malvidin-3-glucoside(acylated with caffeic acid) in band 1 and peonidin-3-glucoside (acylated with caffeic acid) in band 2. But the anthocyanin in band 3 was not identified due to extremly low concentration. 2. The amount of total anthocyanins was 101.57 mg/100g fresh weight of leaves in which 82.15 mg of malvidin-3-glucoside (acylated with caffeic acid) and 27.20 mg of peonidin-3-glucoside(acylated with caffeic acid) were contained per 100g fresh weight. Maividin-3-glucoside acylated with the acid was, therefore, the most abundant pigment in the Ganges Amaranth.

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Changes of Fruit Quality and Anthocyanin Composition of 'Kyoho' and 'Heukboseok' Grape Berry Skins under High Temperature at Veraison (변색기 고온에 의한 '거봉' 및 '흑보석' 포도의 과피 안토시아닌 조성 변화)

  • Ryu, Suhyun;Han, Jeom Hwa;Han, Hyun Hee;Jeong, Jae Hoon;Cho, Jung-Gun;Do, Kyeong Ran
    • Journal of Bio-Environment Control
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    • v.27 no.3
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    • pp.213-221
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    • 2018
  • We analyzed the skin coloration and anthocyanin composition of 'Kyoho' and 'Heukboseok' grape berries to determine the cause of poor coloring in 'Kyoho' berry skins under high temperature (HT) at veraison. Although the skin coloration inhibited in both 'Kyoho' and 'Heukboseok' berries under HT for 30 days from veraison, the total anthocyanin content in 'Heukboseok' berry skins increased to the level of control after the end of temperature treatment, but 'Kyoho' did not increase. Malvidin derivatives were most significantly reduced in 'Kyoho' berry skins, followed by those of delphinidin and petunidin. Among individual anthocyanins, diglucosides and acylated malvidin derivatives were most decreased in 'Kyoho' berry skins. Acylated and tri-hydroxylated anthocyanins were reduced more than those of non-acylated and dihydroxylated, respectively. All different types of anthocyanin components in 'Kyoho' berry skins decreased by HT, and they were similar to that of total anthocyanin. In 'Heukboseok' berry skins, accumulations of all different types of anthocyanins were inhibited by HT, and increased to the level of control after the end of the treatment. These results suggest that the poor coloration of 'Kyoho' under HT at veraison was not caused by the decrease of specific anthocyanins but because the whole anthocyanin biosynthesis was suppressed by HT.

Isolation and Stability of Anthocyanin Pigments in Grape Peels (포도파괴 Anthocyanin 색소의 분리 및 안전성)

  • Shim, Ki-Hwan;Kang, Kap-Suk;Choi, Jine-Shang;Seo, Kwon-Il;Moon, Ju-Seok
    • Journal of the Korean Society of Food Science and Nutrition
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    • v.23 no.2
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    • pp.279-286
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    • 1994
  • Anthocyanins were isolated and identified from grape peels which were wasted much in Korea, and their characteristics were as follows .Isolated pigments from grape peels were 11 varieties such as 5 varieties of 3, 5-diglucoside (DG), 6 varieties of 3-monoglucoside (MG), and acylated pigment was 2 varieties of them. Malvidin was 4 varieties , petunidin , peonidin and delphinidin 2 varieties in each, and cyanidin 1 variety of 11 vareities. Malvidin -3, 5-diglucoside and peonidin -3, 5-diglucoside of anthocyanins were above 48% in total anthocyanins content of 114.99mg/g in dried skins. Breakdown of anthocyanins was higher become intimate neutral pH, but stable to stroage period for 7-days. Hyperchromic effects were showed when sugars were added in pigment extract of grape peels, the highest value was glucose and the next ordor was fructose and sucrose. Breakdown velosity of anthocyanins was higher when ascorbic acid was added, but its velocity was reduced in anaerobic state . Absorption degree by organic acid treatment was higher than control, and anthocyanins were stable to storage period for 7 days.

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Anthocyanin Composition and Characteristics of 'Gaeryangmeoru', 'Kyoho', and 'Hongisul' Grape Varieties ('개량머루', '거봉' 및 '홍이슬' 품종의 anthocyanin 조성과 특징)

  • Kwon, YongHee;Park, Hee-Seung
    • Horticultural Science & Technology
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    • v.33 no.4
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    • pp.470-478
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    • 2015
  • This study was investigated the anthocyanin composition of 'Gaeryangmeoru', 'Kyoho', and 'Hongisul' grapes cultivated in Korea using ultra-performance liquid chromatography (UPLC) coupled to a mass spectrometer (MS) equipped with an ESI (electrospray ionization) source. 'Gaeryangmeoru' is a dark-blue grape used for winemaking that can reach its coloring in unfavorable weather. The 'Kyoho' and 'Hongisul' varieties are hybrid grapes that feature black and pink skin, respectively. The anthocyanins extracted from the peels of grapes were analyzed using UPLC-ESI-MS/MS. Twenty-five anthocyanins were identified in the 'Gaeryangmeoru' and 'Kyoho' varieties, and 21 were identified in the 'Hongisul' variety. Eight, 14 and five predominant anthocyanins were identified in 'Gaeryangmeoru', 'Kyoho' and 'Hongisul' grape respectively. In all three varieties, mono-glucosides were 2.3-5.9 times more abundant than di-glucoside. Malvidin was the predominant anthocyanidin in 'Gaeryangmeoru' (44.1%) and 'Kyoho' (56.5%), but cyanidin (96.8%) was in 'Hongisul'. The acylated anthocyanins in 'Gaeryangmeoru' (2.0%) were rare, whereas acylated anthocyanins with p-coumaric acid were predominant in 'Kyoho' (40.9%) and 'Hongisul' (70.7%). In particular, cyanidin feruloyl glucoside was found only in the 'Hongisul' cultivar and considered to be useful as a criterion for identification of the variety. As a result, the grape varieties were demonstrated to have variety-specific anthocyanin characteristics, enabling classification based on anthocyanin composition in terms of anthocyanidins, glucosylation and acylation. The taxonomical application of anthocyanin composition confirmed the possibility that 'Gaeryangmeoru' originated from Vitis amurensis or its hybrids, and the 'Hongisul' grape was distinguished from other grapes by cyanidin feruloyl glucoside.

Anthocyanins in 'Cabernet Gernischet' (Vitis vinifera L. cv.) Aged Red Wine and Their Color in Aqueous Solution Analyzed by Partial Least Square Regression

  • Han, Fu-Liang;Jiang, Shou-Mei;He, Jian-Jun;Pan, Qiu-Hong;Duan, Chang-Qing;Zhang, Ming-Xia
    • Food Science and Biotechnology
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    • v.18 no.3
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    • pp.724-731
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    • 2009
  • Anthocyanins are considered one of the main color determinants in aged red wine. The anthocyanins in aged red wine made from 'Cabernet Gernischet' (Vitis vinifera L. cv.) grape were investigated by high performance liquid chromatography- electronic spray ionization- mass spectrometry (HPLC-ESI-MS) and their color presented in aqueous solution were evaluated using partial least square regression (PLS). The results showed that there were 37 anthocyanins identified in this wine, including 22 pyranoanthocyanins. The analysis of PLS indicated that different anthocyanins showed distinct color values: malvidin 3-O-(6-O-acetyl)-glucoside-4-vinylguaiacol (Mv3-acet-glu-vg) presented the highest color values, while malvidin 3-O-glucoside (Mv3-glu) showed least. Among the free non-acylated anthocyanins, peonidin 3-O-oglucoside (Pn3-glu) showed the highest color values; the coumarylated anthocyanins presented higher color values than their corresponding acetylated anthocyanins and parent anthocyanins; pyranoanthocyanins presented also higher color values than their original anthocyanins; the color of anthocyanins depended on their structure. This work will be helpful to reveal evolution in aged red wine.

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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Compositions and Contents Anthocyanins in Blueberry (Vaccinium corymbosum L.) Varieties (블루베리(Vaccinium corymbosum L.) 품종별 안토시아닌 조성 및 함량)

  • Lee, Min-Ki;Kim, Heon-Woong;Lee, Seon-Hye;Kim, Young Jin;Jang, Hwan-Hee;Jung, Hyun-Ah;Hwang, Yu-Jin;Choe, Jeong-Sook;Kim, Jung-Bong
    • Korean Journal of Environmental Agriculture
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    • v.35 no.3
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    • pp.184-190
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    • 2016
  • BACKGROUND: Anthocyanins, potential health-promoting compounds, were major natural pigment in the blueberry (Vaccinium corymbosum L.). The objectives of this study was to investigate anthocyanin glycosides in the blueberry varieties.METHODS AND RESULTS: A total of seventeen anthocyanins were identified from highbush blueberry using HPLC (representatives, 530 nm) and ESI-MS in positive ion mode. The individual anthocyanins are containing cyanidin, delphinidin, malvidin, peonidin, and petunidin moieties which are acylated with aliphatic acid (acetic acid) and conjugated with sugar moieties (arabinose, galactose, and glucose). Among them, delphinidin 3-O-galactoside (D3Ga), peonidin 3-O-glucoside (Pn3G) + malvidin 3-O-galactoside (M3Ga) were major compounds in varieties. Total anthocyanins were found the highest level in 'Elizabeth' (1,406.3 mg/100 g dry weight) which was 3-fold higher than 'Darrow' (465.7). Especially, D3Ga was presented the 32% of total anthocyanins followed by Pn3G + M3Ga (20%) in 'Elizabeth'.CONCLUSION: This result was showed as valuable information regarding nutritional properties of the different varieties of the highbush blueberry.

Anatomical Changes and Anthocyanin Contents of the Exocarp by Ethyl Oleate Treatment on 'Merlot' Grapes (Ethyl oleate 처리에 의한 'Merlot' 포도 과피의 안토시아닌 함량과 해부학적 변화)

  • Lee, Byul-Ha-Na;Kwon, Yong-Hee;Shin, Kyoung-Hee;Park, Hee-Seung
    • Horticultural Science & Technology
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    • v.28 no.3
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    • pp.370-373
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    • 2010
  • Preharvest treatment with 4% ethyl oleate on 'Merlot' ($Vitis$ $vinifera$ L.) grape reduced the thickness of the epidermal and hypodermal layers with significantly enhanced pigmentation. Thickness of the skin in treated berries was $90-107{\mu}m$, whereas those in control berries were $126-189{\mu}m$. Decreases in the thickness of epidermal and hypodermal cell layers seemed to be due to cellular death or dehydration by rapid senescence after the treatment. Immediate change observed in treated berries was the deformation of the wax that appeared melted resulting in color improvement. Total anthocyanin was also increased by ethyl oleate treatment. Separate forms of anthocyanins, acylated and methoxylated anthocyanins increased, whereas hydroxylated anthocyanins tended to decrease.