• Title/Summary/Keyword: Glucoerucin

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Naturally-Occurring Glucosinolates, Glucoraphanin and Glucoerucin, are Antagonists to Aryl Hydrocarbon Receptor as Their Chemopreventive Potency

  • Razis, Ahmad Faizal Abdull;Noor, Noramaliza Mohd
    • Asian Pacific Journal of Cancer Prevention
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    • v.16 no.14
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    • pp.5801-5805
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    • 2015
  • As a cytosolic transcription factor, the aryl hydrocarbon (Ah) receptor is involved in several pathophysiological events leading to immunosuppression and cancer; hence antagonists of the Ah receptor may possess chemoprevention properties. It is known to modulate carcinogen-metabolising enzymes, for instance the CYP1 family of cytochromes P450 and quinone reductase, both important in the biotransformation of many chemical carcinogens via regulating phase I and phase II enzyme systems. Utilising chemically-activated luciferase expression (CALUX) assay it was revealed that intact glucosinolates, glucoraphanin and glucoerucin, isolated from Brassica oleracea L. var. acephala sabellica and Eruca sativa ripe seeds, respectively, are such antagonists. Both glucosinolates were poor ligands for the Ah receptor; however, they effectively antagonised activation of the receptor by the avid ligand benzo[a]pyrene. Indeed, intact glucosinolate glucoraphanin was a more potent antagonist to the receptor than glucoerucin. It can be concluded that both glucosinolates effectively act as antagonists for the Ah receptor, and this may contribute to their established chemoprevention potency.

Identification and quantification of glucosinolates in rocket salad (Eruca sativa) (Rocket salad(Eruca sativa) 중 glucosinolate 동정 및 정량)

  • Kim, Cho-Rok;Lim, Young-Sil;Lee, Sang-Won;Kim, Sun-Ju
    • Korean Journal of Agricultural Science
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    • v.38 no.2
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    • pp.285-294
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    • 2011
  • Glucosinolate (GSL) contents were investigated (i) at 1~7 days after sowing (DAS) in seed sprouts and (ii) at 3-7 weeks after sowing for the time-course. Moreover, (iii) They were compared with five different cultivars of rocket salad (Eruca sativa). Seventeen GSLs were separated by HPLC analysis, and 10 GSLs among them were identified as glucoraphanin, sinigrin, glucoalyssin, diglucothiobeinin, glucobrassicanapin, glucoerucin, glucobrassicin, dimeric, 4-mercaptobutyl GSL, 4-methoxy glucobrassicin, gluconasturttin by using LC-APCI-MS analysis, but 7 compounds were not identified. (i) The total GSL content in seed sprouts initially increased up to 3 DAS and then decreased according to their seedling growth. In particular, glucoraphanin known as a strong anti-cancer reagent was found the highest level (5.05 ${\mu}mol/g$ dry wt.) at 3 DAS. The most abundant GSL was glucoerucin ranged from 26.0~49.6 ${\mu}mol/g$ dry wt. (ii) In the time-course, the total GSL contents increased dramatically from 3-week (5.91 ${\mu}mol/g$ dry wt.) to 7-week after sowing (32.2 ${\mu}mol/g$ dry wt.). The major GSLs were glucoraphanin, glucoerucin and 4-methoxy glucobrassicin. (iii) By comparing GSL contents with five different cultivars, the total GSL contents increased from 4-week to 6-week after sowing, regardless of cultivar. In 4-week-old, the order with the total GSL content was "Rucola" > "Rocket Herbs" ${\geqq}$ "Odyssey" > "Takii" > "Herb", but in 6-week-old it is changed as "Takii" > "Herb" > "Odyssey" > "Rucola" > "Rocket Herbs" even there was almost no significantly difference between them.

Determination of Goitrogenic Metabolites in the Serum of Male Wistar Rat Fed Structurally Different Glucosinolates

  • Choi, Eun-Ji;Zhang, Ping;Kwon, Hoonjeong
    • Toxicological Research
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    • v.30 no.2
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    • pp.109-116
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    • 2014
  • Glucosinolates (GLSs) are abundant in cruciferous vegetables and reported to have anti thyroidal effects. Four GLSs (sinigrin, progoitrin, glucoerucin, and glucotropaeolin) were administered orally to rats, and the breakdown products of GLSs (GLS-BPs: thiocyanate ions, cyanide ions, organic isothiocyanates, organic nitriles, and organic thiocyanates) were measured in serum. Thiocyanate ions were measured by colorimetric method, and cyanide ions were measured with CI-GC-MS. Organic isothiocyanates and their metabolites were measured with the cyclocondensation assay. Organic nitriles and organic thiocyanates were measured with EI-GC-MS. In all treatment groups except for progoitrin, thiocyanate ions were the highest among the five GLS-BPs. In the progoitrin treated group, a high concentration of organic isothiocyanates (goitrin) was detected. In the glucoerucin treated group, a relatively low amount of goitrogenic substances was observed. The metabolism to thiocyanate ions happened within five hours of the administration, and the distribution of GLSs varied with the side chain. GLSs with side chains that can form stable carbocation seemed to facilitate the degradation reaction and produce a large amount of goitrogenic thiocyanate ions. Because goitrogenic metabolites can be formed without myrosinase, the inactivation of myrosinase during cooking would have no effect on the anti-nutritional effect of GLSs in cruciferous vegetables.

Comparison of the microbial and nutritional quality characteristics in radish sprouts by purchasing time (무 새싹채소의 구매시기에 따른 미생물 및 영양학적 품질특성 비교)

  • Park, Jin Ju;Yang, Hye Jeong;Han, Kyu-Jai;Lim, Jeong-Ho
    • Food Science and Preservation
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    • v.22 no.2
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    • pp.232-240
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    • 2015
  • This study investigated the microbiological and nutritional characteristics of bimonthly radish sprouts purchased at a local market. The total bacteria and coliform measurements were highest in summer (June and August) and lowest in winter (February and December). The total phenol content was $16.82{\pm}0.69GAEmg/g$, and it did not significantly differ during the investigation period. The total carotenoid contents were highest in February (about $12.81{\pm}0.49$ ${\beta}$-carotene mg/g) and lowest in April (about $8.09{\pm}1.01$ ${\beta}$-carotene mg/g). However although total glucosinolates content differ between the total crude glucosinolate and the sum of the individual glucosinolates, it was highest in December. The individual glucosinolates were found to have been gucoraphenin, glucoerucin, glucobrassicin and gluconasturtiin in radish sprouts via HPLC analysis. The purchasing time of the glucoraphenin content did not significantly differ. The measured glucoerucin was highest in February and lowest in October. The gucobrassicin and gluconasturtiin were higher in summer than in winter, but did not significantly differ. The antioxidant activity (i.e., the $IC_{50}$ values of the DPPH radical scavenging) was highest in February. In conclusion, the microbial contamination, total carotenoids, and antioxidant activity changed according to the purchasing season, but the total phenolic compounds and total glucosinolates were maintained regardless of the time in the radish sprouts.

Effect of Glucosinolates of Taramira (Eruca Sativa) Oilcake on Nutrient Utilization and Growth of Crossbred Calves

  • Das, Srinibas;Tyagi, Amrish Kumar;Singhal, K.K.
    • Asian-Australasian Journal of Animal Sciences
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    • v.16 no.6
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    • pp.813-817
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    • 2003
  • Taramira (Eruca sativa) cake, an unconventional oil cake, replaced 25 and 50 per cent crude protein of mustard cake in the ration of crossbred calves in an experiment of 90 days duration. Total glucosinolate content of the three concentrate mixture was almost similar (18.19, 17.95 and $17.95{\mu}mol/g$ dry matter), however, glucouracin was the major glucosinolate of experimental diets. Similar dry matter Intake, nutrient digestibility (except those of fibre fractions) and nitrogen balances as well as similar serum $T_3$ and $T_4$ levels and growth rate in all the groups indicated that taramira cake can replace 50 per cent crude protein of mustard cake in the diet of crossbred calves.

Effect of cultivars on hairy root induction and glucosinolate biosynthesis in a hairy root culture of Kimchi cabbage (Brassica rapa L. ssp. Pekinensis

  • Sang Un Park;Sook Young Lee
    • Korean Journal of Agricultural Science
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    • v.49 no.1
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    • pp.51-60
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    • 2022
  • Cruciferous vegetables are rich in biologically active compounds such as glucosinolates and have various health benefits. Among these vegetables, Kimchi cabbage (Brassica rapa L. ssp. Pekinensis) is one of the most popular leafy vegetables due to the presence of the highest amounts of numerous vital phytonutrients, minerals, vitamins, and antioxidants. This study aims to investigate the effects of six cultivars (Chundong 102, Asia No Rang Mini, Hwimori Gold, Asia Seoul, Wol Dong Chun Chae, and Asia Bbu Ri) on hairy root induction and glucosinolate biosynthesis in the hairy root cultures of Kimchi cabbage. Seven different glucosinolates, in this case sinigrin, gluconapin, glucoerucin, glucobrassicin, 4-methoxyglucobrassicin, gluconasturtiin, and neoglucobrassicin, were detected in the hairy root cultures of Kimchi cabbage. Among the different cultivars, Asia No Rang Mini was the most promising candidate for hairy root stimulation, as it achieved the highest values for the growth rate, root number, root length, transformation efficiency, and total glucosinolate content. Overall, the Asia No Rang Mini cultivar of Kimchi cabbage performed best as a promising cultivar hairy root culture for glucosinolate production.

LC-PDA/MS/MS Analysis of Glucosinolates in Dolsan Leaf Mustard Kimchi and Dolsan Leaf Mustard Pickles (돌산갓 김치와 돌산갓 피클의 Glucosinolates의 LC-PDA/MS/MS분석)

  • Oh, Sun Kyung;Tsukamoto, Chigen;Kim, Ki Woong;Choi, Myeong Rak
    • KSBB Journal
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    • v.31 no.1
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    • pp.1-7
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    • 2016
  • Changes in the concentrations of glucosinolates and related compounds in different extracts of Dolsan leaf mustard kimchi (DLMK) and Dolsan leaf mustard pickles (DLMP) were during storage investigated. Samples were kept at 0oC for 35 days and collected at 7 day intervals. The leaves and stems of DLMK and DLMP were refluxed for 24 h with 50% acetonitrile, and the extracts were analyzed by LC-PDA/MS/MS. The main glucosinolates detected in DLMK were sinigrin, gluconapoleiferin, glucobrassicanapin, and gluconapin, whereas those in DLMP were sinigrin, gluconapoleiferin, glucobrassicanapin, glucobrassicin, and glucoerucin. Sinigrin concentrations were quantified by UV absorption at 228 nm. Sinigrin concentrations in the leaves and stems of DLMK on the day of preparation were 2.14 mg/g and 2.25 mg/g, respectively, and those on day 35 after preparation were 1.25 mg/g and 1.00 mg/g, respectively. DLMP showed a similar trend: the concentrations in the leaves and stems on the day of preparation were 2.04 mg/g and 0.29 mg/g, respectively, whereas those on day 35 after preparation were 0.59 mg/g and 0.41 mg/g, respectively. Thus, sinigrin concentrations decreased during storage.

Characterization of Phenotypic Traits and Evaluation of Glucosinolate Contents in Radish Germplasms (Raphanus sativus L.)

  • Kim, Bichsaem;Hur, Onsook;Lee, Jae-Eun;Assefa, Awraris Derbie;Ko, Ho-Cheol;Chung, Yun-Jo;Rhee, Ju-hee;Hahn, Bum-Soo
    • Korean Journal of Plant Resources
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    • v.34 no.6
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    • pp.575-599
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    • 2021
  • The edible roots of radish (Raphanus sativus L.) are consumed worldwide. For characterization and evaluation of the agronomic traits and health-promoting chemicals in radish germplasms, new germplasm breeding materials need to be identified. The objectives of this study were to evaluate the phenotypic traits and glucosinolate contents of radish roots from 110 germplasms, by analyzing correlations between 10 quantitative phenotypic traits and the individual and total contents of five glucosinolates. Phenotypic characterization was performed based on descriptors from the UPOV and IBPGR, and glucosinolate contents were analyzed using liquid chromatography-tandem mass spectrometry in multiple reaction monitoring mode (MRM). Regarding the phenotypic traits, a significant correlation between leaf length and root weight was observed. Glucoraphasatin was the main glucosinolate, accounting for an average of 71% of the total glucosinolates in the germplasms; moreover, its content was significantly correlated with that of glucoerucin, its precursor. Principal component analysis indicated that the 110 germplasms could be divided into five groups based on their glucosinolate contents. High levels of free-radical scavenging activity (DPPH) were observed in red radishes. These results shed light on the beneficial traits that could be targeted by breeders, and could also promote diet diversification by demonstrating the health benefits of various germplasms.

Effects of Pre Harvest Light Treatments (LEDs, Fluorescent Lamp, UV-C) on Glucosinolate Contents in Rocket Salad (Eruca sativa) (수확 전 LED, 형광등, UV-C 조사가 로켓 샐러드 내 글루코시놀레이트 함량에 미치는 영향)

  • Lee, Hye-Jin;Chun, Jin-Hyuk;Kim, Sun-Ju
    • Horticultural Science & Technology
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    • v.35 no.2
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    • pp.178-187
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    • 2017
  • The aim of this study was to investigate the effect of different light sources on the levels of glucosinolates (GSLs) in rocket salad (Eruca sativa L.). The light sources used in the study were: natural light (Control-1 or 2), red light-emitting diodes(LEDs), blue LEDs, mixed red and blue LEDs (R+B LEDs), white LEDs, fluorescent lamps (FL), and fluorescent lamps plus UV-C (FL+UV-C). Two separate experiments were conducted [Experiment I: Control-1, Red LED, Blue LED, Mix (R+B) LED and Experiment II: Control-2, White LED, FL, FL+UV-C] because of the limited number of growth chambers in our laboratory. The rate of increase in the length of rocket salad leaves was the highest under red LEDs and, FL confirming that red LED and, FL affect the growth of rocket salad. We separated and identified seven types of GSLs from the rocket salad:glucoraphanin, diglucothiobeinin, glucoerucin, glucobrassicin, dimeric 4-mercaptobutyl GSL, 4-methoxyglucobrassicin, and gluconasturtiin. The highest total GSL contents in Eexperiment I was found in plants grown under in red LEDs ($4.30{\mu}mol{\cdot}g^{-1}\;dry$ weight, DW), and the lowest under blue LEDs ($0.17{\mu}mol{\cdot}g^{-1}\;DW$). The highest total GSL contents in Experiment II was found in plants grown under FL ($13.45{\mu}mol{\cdot}g^{-1}\;DW$), and the lowest in FL+UV-C ($0.39{\mu}mol{\cdot}g^{-1}\;DW$). Especially in Experiment II, the content of dimeric 4-mercaptobutyl, which has a strong aroma and spicy flavor in rocket salad, was higher under FL and white LEDs than in Control-2, increasing by approximately 14.9 and 3.2-fold respectively. Therefore, light sources such as red LEDs, white LEDs and FL affected the accumulation of GSLs in rocket salad.