• Title, Summary, Keyword: Chlorogenic acid

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Inhibitory Effect of Chlorogenic Acid on Low-Density Lipoprotein Oxidation Induced by Cu ion

  • Jeon, Eun-Raye;Karki, Rajendra;Kim, Dong-Wook
    • Korean Journal of Plant Resources
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    • v.23 no.6
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    • pp.519-525
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    • 2010
  • Chlorogenic acid, formed of an ester of caffeic acid and quinic acid, which is naturally abundant in many plant species, was used as a model O-dihydoxy phenolic compound. In the previous study, we have reported that the isolated constituent from Apocynum venetum leaves has an inhibitory effect on $Cu^{2+}$-induced oxidative modification of low-density lipoprotein (LDL). Among them, chlorogenic acid showed the most potent anti-LDL oxidative activity than other compounds. For the reason, we investigated the inhibitory effect of the chlorogenic acid on $Cu^{2+}$-induced oxidative modification of LDL, monitored a lag time in the conjugated-diene formation and TBARS formation, and measured TNBS free amino acid group, and form cell formation in vitro system. The TBARS- and diene- formation were strongly inhibited by chlorogenic acid ($0{\sim}100\;{\mu}g/ml$) with dose dependent manner. On the other hand, TNBS reactive lysine amino groups on LDL oxidation were protected by chlorogenic acid- treated cell group. Therefore, chlorogenic acid inhibited to cholesterol accumulation in the isolated peritoneal macrophage.

Simulateous Determination for the Contents of Caffeine and Chlorogenic Acid in Coffee Beans (원두커피내 카페인 및 클로로겐산 함량 평가를 위한 동시분석법)

  • Shin, Jeoung Hwa;Ahn, Yun Gyong
    • The Korean Journal of Community Living Science
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    • v.24 no.1
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    • pp.5-12
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    • 2013
  • Caffeine is an alkaloid of the methylxanthine family known as a central nervous system stimulant, temporarily warding off drowsiness and restoring alertness in humans. There is a recommended upper limits of caffeine for health because a high dose can cause negative effects. Chlorogenic acid is a natural polyphenol compound known to have an antioxidant activity. In this study, the contents of caffeine and chlorogenic acid in coffee beans from different origins(Costa Rica, Indonesia, Vietnam) were determined by using liquid chromatography-tandem mass spectrometry(LC-MS/MS). The experiment offers more selectivity and sensitivity for those compounds compared with conventional methods such as UV/VIS spectrophotometry. The average concentrations of caffeine and chlorogenic acid in coffee beans origined in Costa Rica were 15.05 mg/g and 5.33 mg/g respectively. In the case of coffee beans origined in Indonesia, the average concentrations were 13.10 mg/g for caffeine and 3.75 mg/g for chlorogenic acid. Vietnamese coffee showed that the average concentrations were 17.79 mg/g for caffeine and 1.12 mg/g for chlorogenic acid. This study can contribute to a better understanding of the contents of caffeine and chlorogenic acid in various coffee beans in order to evaluate dietary intake.

Synthesis of Chlorogenic Acid and p-Coumaroyl Shikimates from Glucose Using Engineered Escherichia coli

  • Cha, Mi Na;Kim, Hyeon Jeong;Kim, Bong Gyu;Ahn, Joong-Hoon
    • Journal of Microbiology and Biotechnology
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    • v.24 no.8
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    • pp.1109-1117
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    • 2014
  • Chlorogenic acid and hydroxylcinnamoyl shikimates are major dietary phenolics as well as antioxidants, with recently discovered biological, activities including protection against chemotheraphy side effects and prevention of cardiovascular disease and cancer. Certain fruits and vegetables produce these compounds, although a microbial system can also be utilized for synthesis of chlorogenic acid and hydroxylcinnamoyl shikimates. In this study, we engineered Escherichia coli to produce chlorogenic acid and p-coumaroyl shikimates from glucose. For the synthesis of chlorogenic acid, two E. coli strains were used; one strain for the synthesis of caffeic acid from glucose and the other strain for the synthesis of chlorogenic acid from caffeic acid and quinic acid. The final yield of chlorogenic acid using this approach was approximately 78 mg/l. To synthesize p-coumaroyl shikimates, wild-type E. coli as well as several mutants were tested. Mutant E. coli carrying deletions in three genes (tyrR, pheA, and aroL) produced 236 mg/l of p-coumaroyl shikimates.

The Spermatogenic Effect of Yacon Extract and Its Constituents and Their Inhibition Effect of Testosterone Metabolism

  • Park, Jeong Sook;Han, Kun
    • Biomolecules & Therapeutics
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    • v.21 no.2
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    • pp.153-160
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    • 2013
  • We screened the pharmacological effects of a 50% ethanol extract of Yacon tubers and leaves on spermatogenesis in rats. As a result, we found that Yacon tuber extracts increased sperm number and serum testosterone level in rats. It has been reported that the crude extract of Yacon tubers and leaves contain phenolic acids, such as, chlorogenic acid, ferulic acid and caffeic acid by HPLC/MS analysis. We were interested in the contributions made by phenolic acid, particularly chlorogenic acid of Yacon tuber extract to the spermatogenic activity. After administering Yacon tuber extract or chlorogenic acid to rats for 5 weeks, numbers of sperm in epididymis were increased by 34% and 20%, respectively. We also administered ferulic acid, which has been reported to be a metabolite of chlorogenic acid and a constituent of Yacon tuber extract to investigate its spermatogenic activity in rats. Yacon tuber extract and ferulic acid increased sperm numbers by 43% and 37%, respectively. And, Yacon tuber extract, and chlorogenic acid showed significantly inhibition effect of testoeterone degradation in rat liver homogenate. We considered that the spermatogenic effect of Yacon tuber extract might be related to phenolic compounds and their inhibitory effect of testosterone degradation. Yacon showed the possibility as ameliorable agents of infertility by sperm deficiency and late onset hypogonadism syndrome with low level of testosterone.

Scavenging Effects of Hydroxycinnamic acids on Paraquat Induced Hepatotoxicity (II) (Paraquat 유도 간독성에 대한 Hydroxycinnamic acid계 화합물의 독성 경감 효과 (II))

  • 최병기;오은정
    • Environmental health and toxicology
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    • v.14 no.3
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    • pp.87-93
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    • 1999
  • Antioxidative and scavenging effects were investigated by using two hyaroxycinnamic acids (caffeetannins). such as caffeic acid and chlorogenic acid, on oxidative stress and hepatotoxicity that induced by paraquat. The results are summerized as follows: 1. To assess radical scavenging ability, reduction concentration (IC$\sub$50/) of 1.1 diphenyl-2-dipicrylhydrazine (DPPH) were measured. IC$\sub$50/ values of caffeic acid and chlorogenic acid were 29.7 ${\pm}$0.6 ${\mu}$M and 26.0${\pm}$0.5 ${\mu}$M respectively. Their radical scavenging activities showed concentration-dependent manner. 2. In H$_2$O$_2$-induced hemolysis assay to rat blood, caffeic acid and chlorogenic acid led to different effects, whose hemolysis inhibition ratios at 100 ${\mu}$M were 45.2${\pm}$7.1% and 11.6${\pm}$3.1% respectively 3. In hypoxanthine-xanthine oxidase system producing superoxide anion, caffeic acid and chlorogenic acid showed different inhibitory activities of xanthine oxidase showing 36.8${\pm}$4.3% and 5.4${\pm}$2.3% respectively. 4. To microsomal NADPH dependent cytochrome p-450 reductase in rat liver, paraquat consumed NADPH at a dose-dependent manner from 0 to 1 ${\mu}$M paraquat concentration. Caffeic acid and chlorogenic acid blocked NADPH consumption rates at concentration-dependent manner and inhibition ratios at 100 ${\mu}$M were 67.6% and 59.2% respectively. 5. Administration (30mg/kg, iv) of paraquat to rats caused the marked elevation of glutamic oxaloacetic transaminase (GOT), glutamic pyruvic transaminase (GPT), lactate dehydrogenase (LDH), alkaline phosphatase (ALP) and lipid peroxides (LPO) in the serum and lipid peroxides in the microsome as compared to the control group. Serum GOT, GPT, LDH, ALP and LPO and liver microsomal LPO were reduced significantly by caffeic acid (50mg/kg), chlorogenic acid (25mg/kg) and silymarin (150 mg/kg) as compared to the paraquat group. From these results, caffeic acid and chlorogenic acid exerted their antioxidative agents by removing reactive oxygen substance (ROS) and scavenging effects by inhibiting ROS generating enzyme. As a general, two hydroxyeinnamic acids showed the useful compounds for scavenger and reducer on the paraquat induced hepatotoxicity.

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Antioxidative Activity of Phenolic Acids Isolated from Jindalrae Flower (Rhododendron mucronulatum Turzaninow) (진달래꽃으로부터 분리된 페놀산 화합물의 항산화성에 관한 연구)

  • Kim, Mi-Ae;Jones, A. Daniel;Chung, Tae-Yung
    • Applied Biological Chemistry
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    • v.39 no.6
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    • pp.506-511
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    • 1996
  • Six phenolic acids were isolated from Jindalrae flowers (Rhododendron mucronulatum Turcz.), an edible plant in Korea. These compounds were identified as chlorogenic acid, 3,5-O-dicaffeoylquinic acid, 4,5-O-dicaffeoylquinic acid, caffeic acid, ferulic acid, and p-coumaric acid on the basis of IR, UV, $^{1}H$ and $^{13}C$ NMR, FAB-MS, ES-MS and/or El-MS data. Chlorogenic acid (0.2 g) present in both ethyl acetate and ethyl ether fractions comprised up to 38.5% of the total phenolic acid amount (0.52 g) finally recovered by means of polyamide C-200 column chromatography, preparative TLC, recrystallization, and Sephadex LH-20 column chromatography The antioxidant activities were measured in an ethanol solution of linoleic acid in the presence of ferric thiocyanate. The antioxidant efficiency increased in the order of p-coumaric acid<${\alpha}-tocopherol$

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Spectrophotometric Assay for Determination of Chlorogenic Acid Using Green Pigment Formation and Quantitative Analysis of Chlorogenic Acid in Blueberry Leaf (녹색반응을 이용한 클로로겐산의 함량측정을 위한 흡광도 분석법과 블루베리 잎에 함유된 클로로 겐산의 함량분석)

  • Chung, Dong-Min;Chung, Young-Chul;Chun, Hyo-Kon
    • Journal of Life Science
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    • v.21 no.4
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    • pp.610-612
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    • 2011
  • We developed a spectrophotometric assay for the quantitative determination of chlorogenic acid based on the formation of green pigment at $50^{\circ}C$ under glycine and alkaline conditions in 96-well plates. The formation of green pigment was linear with a series of chlorogenic acid concentration (0-$300\;{\mu}M$). Using this method, the content of chlorogenic acid (12.42 mg/g dry weight) in the leaves of blueberry was quantified. This method is high-throughput, cost-effective, rapid, and easy to perform.

Effect of Potato Polyphenolics on Lipid Peroxidation in Rats (감나 폴리페놀이 흰쥐의 생체내 지질과산화에 미치는 영향)

  • 조영수;차재영
    • Journal of the Korean Society of Food Science and Nutrition
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    • v.28 no.5
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    • pp.1131-1136
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    • 1999
  • The total contents of polyphenolics in potatoes measured by Folin Denis method were 42~76mg/100g in fresh weight. A major phenolic component contained in potato polyphenolics was identified as chlorogenic acid(3.6~15mg/100g in fresh weight). The antioxidative effects of potato polyphenolics and chlorogenic acid on the lipid peroxidation of liver microsome were studied in vivo and in vitro systems by measuring the formation of thiobarbituric acid reactive substances(TBARS) and the content of urine 8 hydroxy deoxyguanosine(OHdG). The TBARS contents of liver showed an increase in the cholesterol diet compared to those in the normal diet. This trend, however, was minimized when potato polyphenolics and chlorogenic acid were supplemented in the cholesterol diet. On the other hands, urinary 8 OHdG contents showed a marked increase with the supplementation of potato polyphenolics in the cholesterol diet. However, there was a trend of marked decrease by the supplementation of chlorogenic acid. In vitro study, potato poly phenolics and chlorogenic acid effectively inhibited the formation of TBARS in liver microsomal system in a dose dependent manners. These results suggest that potato polyphenolics exerts an antioxidative activity in cholesterol fed rat liver.

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Scavenging Effects of Hydroxycinnamic Acids on Paraquat Induced Pulmonary Toxicity (III) (Paraquat 유도 페독성에 대한 Hydroxycinnamic Acid계 화합물의 독성 경감 효과 (III))

  • 최병기;오은정;정세영
    • Environmental health and toxicology
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    • v.14 no.3
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    • pp.95-101
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    • 1999
  • The scavenging effects of two hyaroxycinnamic acids such as caffeic acid and chlorogenic acid on paraquat induced pulmonary toxicity were investigated. The results are summerized as follows: 1. In the 5-lipoxygenase assay, caffeic acid and chlorogenic acid inhibited the enzyme activities whose inhibition concentration (IC$\_$50/) were 4.1 and 9.6 ${\mu}$M respectively. 2. To evaluate the antiinflammatory effects on mediator related to the mechanism of inflammation, ADP-induced platelet aggregation assay and histamine degranulation assay were used. Caffeic acid and chlorogenic acid inhibited on ADP-induced platelet aggregation and histamine release at a concentration dependent manners. 3. Arachidonic acid-induced ear edema were inhibited by administration of caffeic acid and chlorogenic acid. 4. Cytologicad analysis of branchoalveolar lavage fluid (BALF) which was the useful tool for detection of an inflammatory response in the lungs of animals intoxicated with chemicals were used. Alveolar macrophages and neutrophils in BALF, as well as the protein content and the LDH activity in BALF supernatant increased by intoxication of paraquat, but decreased by administration of caffeic acid and chlorogenic acid. Therefore, two hydroxyeinnamic acids tested were the useful candidates for scavenger and antiinflammatory agents on paraquat induced pulmonary toxicity.

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Phenolic Compounds in Sweet Potatoes and Their Antioxidative Activity (고구마 페놀화합물의 항산화 활성)

  • Lee, Gyu-Hee;Kwon, Byoung-Koo;Yim, So-Yong;Oh, Man-Jin
    • Korean Journal of Food Preservation
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    • v.7 no.3
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    • pp.331-336
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    • 2000
  • The phenolic compounds of Korean sweet potatoes, Mokpo 18 and Yulmi, were extracted by using 70%-methanol and the extracts(ME) were fractionated and obtained three fractions such as free phenolic acid(FPAF), soluble phenolic acid ester(SPAF) and insoluble bound phenolic acid(BPAF) fractions. The antioxidative activities(AA) was represented as the peroxide values(POVs). The POVs were calculated by measuring the oxidation of linoleic acid and lard emulsions at $60^{\circ}C$. AA of FPAF has shown the most effective. AA of FPAF were more effective than those of ME in both Yulmi and Mokpo 18. AA of the ME of Mokpo 18 were more effective than those of Yulmi, however, those of FPAF in Ulmi were more effective than in Mokpo 18. The POVs of ME and FPAF of the peel part in both sweet potatoes were more effective than those of peeled part. The qualitative and quantitative analysis of the phenolic compounds in both sweet-potatoes were performed by using high performance liquid chromatography(HPLC) and the major phenolic compounds were identified as chlorogenic acid and caffeic acid. The contents of caffeic acid were 0.684mg/g in the peel part and 0.028mg/g in the peeled part of Yulmi and 0.472mg/g in the peel part and 0.046mg/g in the peeled part of Mokpo 18 and those of chlorogenic acid was 0.674mg/g, 0.926mg/g, and 0.012mg/g, respectively. In comparative test of antioxidative activities between a standard chlorogenic acid and caffeic acid, AA of caffeic acid were more effective than those of chlorogenic acid.

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