• Title/Summary/Keyword: maltol

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Enzymatic Synthesis of Maltol-$\alpha$-Glucoside and Ethyl Maltol-$\alpha$-Glucoside (Maltol-$\alpha$-Glucoside 및 Ethyl Maltol-$\alpha$-Glucoside의 효소적 합성)

  • 김삼곤;김근수;김영회
    • Journal of the Korean Society of Tobacco Science
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    • v.24 no.2
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    • pp.94-100
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    • 2002
  • Cyclodextrin glucanotransferase from Bacillus stearothemophilus and Bacillus macerans synthesized maltol and ethyl maltol monoglucoside, with a series of its maltooligo-glucosides by transglycosylation with dextrin as a donor, and maltol or ethyl maltol as an acceptor. The monoglucoside formed from reaction mixture of maltol or ethyl maltol by the successive actions of Bacillus stearothemophilus cyclodextrin glucanotransferase and Rhizopus glucoamylase was isolated by Diaion HP-20 column and silica gel column chromatography. The structure of the isolated monoglucoside was identified as maltol-$\alpha$-D-glucoside and ethyl maltol-$\alpha$-D-glucoside, respectively, by FAB-MS, UV, $^1$H-NMR, $^{13}$ C-NMR spectra and products by hydrolysis with acid, $\alpha$ - and $\beta$ -glucosidases.

Maltol, an Antioxidant Component of Korean Red Ginseng, Shows Little Prooxidant Activity

  • Suh, Dae-Yeon;Han, Yong-Nam;Han, Byung-Hoon
    • Archives of Pharmacal Research
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    • v.19 no.2
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    • pp.112-115
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    • 1996
  • Some antioxidant phenolic compounds exhibit prooxidant activity mainly due to their abilities to reduce $Fe^{3+}\; to\; Fe^{2+}.$ Reducing ability and prooxidant activity of maltol, an antioxidant component of Korean red ginseng, were compared with those of pyrogallol. Maltol at 2 mM did not appreciably reduce$ Fe^{3+}\; to\; Fe^{2+}$ and also failed to reduce nitroblue tetrazolium. Stimulation of hydroxyl radical mediated-deoxyribose degradation by pyrogallol was maximal at 60 .mu.M. Maltol stimulated the deoxyribose degradation to a much less extent, and a similar stimulatory effect was observed at a concentration of more than 100-fold higher than that of pyrogallol. The stimulatory effect of maltol reached a plateau over 1 mM, suggesting the removal of hydroxyl radicals by excess maltol. In bleomycin-$Fe^{3+}$-DNA assay, maltol at 2 mM produced a 2.5-fold increase of the iron-bleomycin-dependent DNA degradation over the basal value, whereas pyrogallol at 10 .mu.M accelerated DNA degradation by ca. 10-fold. Furthermore, maltol inhibited $Fe^{2+}$-stimulated DNA degradation by bleomycin. These results strongly suggested that maltol is an antioxidant with little prooxidant activity.

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Protective Effects of a Ginseng Component, M altol(2- M ethyl-3- Hydroxy-4- Pyrone) against Tissue Damages Induced By Oxygen Radicals

  • Jae-Gook Shin;Jon
    • Proceedings of the Ginseng society Conference
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    • 1990.06a
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    • pp.45-48
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    • 1990
  • Maltol(2-methyl-3-hydroxy-r-pyrone), a component known to be present in Korean Ginseng root showed an antioxidant action but its potency as an antioxidant was low; about 1150th that of other antioxidants such as p-phenylenediamine , BHA and BHT. However, maltol was able to protect the oxidation adamants in biological systems such as adriamycin-induced membrane damage in isolated cardiomyocytes, parquet-induced toxicities in isolated hepatocytes and repercussion injury in isolated hearts. The antioxidant action of maltol was also shown to be effective in vivo. The antioxidant action of this compound was probably due to the removal of hydroxyl radicals. In view of the roles of oxygen radical in various pathological processes, Korean Ginseng root, which contains several antioxidants including maltol, is expected to have beneficial efforts on the oxygen radical-involved processes. Keywords Maltol, Oxygen free radicals, Lipid preoccupation, Repercussion injury and Korean ginseng

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Antioxidant Activity of Maltol, Kojic Acid, Levulinic Acid, Furfural, 5- Hydroxymethyl Furfural, and Pyrazine (Maltol, Kojic Acid, Levulinic Acid, Furfural, 5-Hydroxymethyl Furfural과 Pyrazine의 항산화작용)

  • Yi, Bum-Hong;Kim, Dong-Hoon
    • Korean Journal of Food Science and Technology
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    • v.14 no.3
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    • pp.265-270
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    • 1982
  • An attempt was made to investigate the antioxidant activity of maltol, kojic acid, levulinic acid, furfural, 5-hydroxymethyl furfural (5-HMF), and pyrazine which had been known to be important intermediates of Maillard browning reactions. The activity of these compounds was determined by comparing induction periods of soybean oil substrates containing each compound at a 0.01M level with that of a control. The induction period was arbitrarily taken as the time in hours for a substrate to reach a peroxide value of 60meq/kg oil. The substrates and control were stored at $45.0{\pm}1.0^{\circ}C$ for 30 days. The induction periods of the control, kojic acid, furfural, 5-HMF, maltol, levulinic acid, and pyrazine were respectively 468, 592, 510, 498, 486, 450, and 402 hours. Kojic acid demonstrated considerable antioxidant activity, whereas furfural, 5-HMF, and maltol showed weak activivity. Pyrazine and levulinic acid showed pro-oxidant activity. Although the prooxidant activity of pyrazine seemed definite, that of levulinic acid appeared very weak.

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Protective Effects of a Ginseng Component, Malto1(2-Mlethyl-3-Hydrox)-4-Pyrone) against Tissue Damages Induced By Oxygen Radicals (활성산소에 의한 조직손상에 미치는 인삼성분의 보호효과)

  • Jae-Gook Shin;Jon
    • Journal of Ginseng Research
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    • v.14 no.2
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    • pp.187-190
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    • 1990
  • Maltol(2-methyl-3-hydroxy-r-pyrone), a component known to be present in Korean Ginseng root showed an antioxidant action but its potency as an antioxidant was low: about 1150th that of other antioxidants such as pphenylenediamine, BHA and BHT. However, maltol was able to protect the oxidation damages in biological systems such as adriamycin-induced membrane damage in isolated cardiomyocytes, paraquat-induced toxicities in isolated hepatocytes and reperfusion injury in isolated hearts. The antioxidant action of maltol was also shown to be effective in vivo. The antioxidant action of this compound was probably due to the removal of hydroxyl radicals. In view of the roles of oxygen radical in various pathological proceises, Korean Ginseng root which contains several antioxidants including maltol is expected to have beneficial effects on the oxygen radical-involved processes.

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Maltol Inhibits Apoptosis of Human Neuroblastoma Cells Induced by Hydrogen Peroxide

  • Yang, Yang;Wang, Jian;Xu, Caimin;Pan, Huazhen;Zhang, Zinan
    • BMB Reports
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    • v.39 no.2
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    • pp.145-149
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    • 2006
  • To analyze the effect of Maltol on the apoptosis of Human Neuroblastoma Cells (SH-SY5Y) treated by free radical which was generated from Hydrogen Peroxide ($H_2O_2$), flow cytometry analysis on Phosphatidylserine (PS) inverting percentage was applied to determine the apoptosis. MTT (3-(4,5-dimethythiazol-2-yl)-2,5-diphenyl-tetrazolium bromide) assay was employed to analyze the cell viability. DNA electrophoresis was used to detect DNA fragmentation. Moreover intracellular calcium of concentration ($[Ca^{2+}]_i$) was measured by fluorescence emission. Flow cytometry analysis on the function of mitochondria and Western blto analysis of NF-${\kappa}B$. The results showed that the pretreatment with maltol for 2 hours could prevent the $H_2O_2$-induced apoptosis. Maltol could reduce the inverting percentage of PS, DNA fragmentation and $[Ca^{2+}]_i$, and enhance the cellular function of mitochondria. NF-${\kappa}B$ activated by $H_2O_2$ is reduced. The experiments suggest that maltol could effectively inhibit the apoptosis induced by $H_2O_2$. As a novel anti-oxidant, maltol is a new promising drug in protecting the neurological cells from the damage by free radical.

The Effect of Aspalatone, a New Antithrombotic Agent, on the Specific Activity of Antioxidant Enzyme in the Rat Blood

  • Kim, Chin;Koo, Chang-Hui;Choi, Dong-Young;Cho, Yong-Joon;Choi, Jae-Ho;Im, Doo-Hyeon;Jhoo, Wang-Kee;Kim, Hyoung-Chun
    • Archives of Pharmacal Research
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    • v.19 no.5
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    • pp.348-352
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    • 1996
  • The antioxidant efficacy of aspalatone, a new antithrombotic agent, has been recognized in the neurotoxic model and in the cardiotoxic model in proliminary studies. We examined the specific activity of antiosidnat enzyme in the rat blood following administrations of aspirin, maltol, aspirin together with maltol, salicylmaltol (major metabolite of aspalatone) and aspalatone, respectively. Our assessment showed that salicylmaltol, maltol, aspalatone enhanced antiperoxidative activity. In addition, neither aspirin nor combination of aspirin and maltol, showed any significant effect on the activity of antioxidant enzyme. Because $H_{2}$$O_{2}$ accumulation may stimulate the thrombogenesis in blood, the result suggests that the induction of blood antiperoxidative activity produced by aspalatone may have beneficial effects on the thrombogenesis.

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AFRS의 약리 작용 기전 연구

  • 한병훈;서대연
    • Proceedings of the Korean Society of Applied Pharmacology
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    • 1992.05a
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    • pp.18-18
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    • 1992
  • Aspirin과 고려 홍삼의 항산화 활성 성분으로 분리된 maltol을 축합하여 신물질, AFRS를 합성하였다. Aspirin율 저용량 (100-300 mg/day)으로 복용하면 말초순환 개선 효과가 있으며, 이는 aspirin의 혈소판 cyclooxygenase에 대한 특이적, 비가역적 저해 작용에 기인한다. 그러나 aspirin 복용은 위궤양을 유발한다고 알려져 있어 그 사용이 제한되어왔다. AFRS는 aspirin과 비교하여 우수한 지혈 시간 연장 효과를 보이며, aspirin보다 4배의 고용량에서 위궤양을 유발하지 않았다. 또한, AFRS는 in vivo와 in vitro에서 maltol기에 기인하는 항산화 활성을 가지며, 그 효능은 mole 비로 비교할 때 maltol과 유사하였다. AFRS는 aspirin보다 약 5배의 고용량에서 aspirin과 유사한 해열 작용을 나타내었으며, 300-450 mg/kg의 용량에서 소염작용을 나타내지 않았다.

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An Experimental Study on the Effect of Maltol against Oxygen Toxicity (산소중독에 대한 MALTOL의 보호효과에 관한 실험적 연구)

  • Hwang, Sung-Joo;Cho, Soo-Hon;Yon, Dork-Ro
    • Journal of Preventive Medicine and Public Health
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    • v.26 no.4 s.44
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    • pp.551-564
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    • 1993
  • Since the widespread application of hyperbaric oxygenation in clinical medicine, the problems of oxygen toxicity have been attracting a deep interest from the researchers on hyperbaric medicine as a practical issue. Among extensive research trials, the study on the protective agents oxygen toxicity occupied one of the most challenging field. As the mechanisms of oxygen toxicity, the role of the oxygen free radicals produced by peroxidation process are strongly accepted by the leading researchers on oxygen toxicity, the probable protective effects of antioxidant against oxygen toxicity are sustaining a sufficient rational. Maltol ($2-methyl-3-hydroxy-{\gamma}-pyrone$) which is known to be a component of Korean red ginseng has been reporting to have an antioxidant action. But, further study is needed to provide definite evidence for this compound to be an antioxidant, since the action was based on the results which were obtained under in vitro experiment. In this study, the author attempted to evaluate the effect of maltol as protective agent against oxygen toxicity through the observation of death rate, convulsion rate, time to convulsion and microscopic pathological changes in some organs of experimental rats exposed to various conditions. The findings observed are as follows : 1) The death rate, convulsion rate, time to convulsion, lung/weight ratio and microscopic pathological finding of lung were identified as reliable objective and quantitative indices for oxygen toxicity. 2) Maltol showed excellent protective effect against pulmonary oxygen toxicity as an antioxidant.

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Study on the Qualitative Discrimination of White, Red, and Black Ginseng Extract (백삼,홍삼과 흑삼 추출물의 정성적 구별법에 관한 연구)

  • Lee, Young-Sang;Im, Deok-Ho;Yang, Jin-Chul;Noh, Deok-Soo;Kim, Kwang-Il;Oh, Soo-Kyo;Choi, Kyo-Chan;Cha, Yun-Hwan
    • The Korean Journal of Food And Nutrition
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    • v.24 no.1
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    • pp.138-143
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    • 2011
  • This study analyzed the maltol quality, composition ratio of fatty acids, and contents of phenolic compounds in white ginseng extracts(four types), red ginseng extracts(five types), black ginseng extracts(two types), and Chinese ginseng extracts(nine types). By examining patterns in these measurements, we determined the characteristic factors of the extracts and measured the possibility of qualitative analysis. In the analysis of maltol using TLC, white ginseng extracts were not detected while red and black ginseng extracts were detected, so the possibility of detection was considered as a characteristic factor for qualitative analysis. Regarding the composition of fatty acids, palmitic and linoleic acids were the main fatty acids in the ginseng extracts palmitic acid was high in white ginseng extracts while linoleic was low in red ginseng extracts. Regarding the ratio(Pal/Lin) of the two fatty acids, there was a large difference between white ginseng extracts(56.7~64.3%) and red ginseng extracts(32.0~38.5%), and these figures seemed to be characteristic factors for the analysis. For the phenolic compounds, extracts contained maltol, caffeic acid, syringic acid, p-coumaric acid, ferulic acid, and cinnamic acid. White ginseng extracts contained similar percentages of phenolic compounds while red ginseng extracts had high maltol content. According to the measurement results of the percentages of maltol and cinnamic acid, white ginseng extracts showed values below five, whereas red and black ginseng extracts showed 53~289, which was also a characteristic factor for qualitative analysis. Consequently, we found that we can differentiate between ginseng extracts using characteristic factors that we analyzed in an experiment on white ginseng extracts from China.