• Title/Summary/Keyword: Cinnamic acid

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Effects of Aqueous Extracts from Naturalized and Korean Wild Plants on Seed Germination and Seedling Growth of Zoysiagrass (자생식물과 귀화식물의 수용 추출액이 Zoysiagrass의 발아와 유근생장에 미치는 영향)

  • 김용옥;장남기
    • Asian Journal of Turfgrass Science
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    • v.12 no.3
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    • pp.237-248
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    • 1998
  • The soil pH favored by Korean wild plants is 5.33~7.20, while naturalized invader species prefer soils of pH 3.95~6.48. The germination rate of Zoysia japonica was inhibited sharply, up to 60%, in extracts of naturalized plants of concentrations over 50%. Erigeron canadensis extract most strongly inhibited germination, while the Korean wild species, Cassia mimosoides var. nomame increased germination rates in concentrations of 30% and 50%. The seedling growth of Zoysia japonica in extracts of Korean wild species and naturalized species did not show differences, but was inhibited strongly, up to 60%, in the extract of Cassia mimosoides var. nomame concentration of over 15%. Analysis of the extract from Cassia mimosoides var. nomame identified procatechuic acid, $\rho$-hydroquinone, $\rho$-coumaric acid and ferulic acid at 254nm; and vanillic acid, hydroquinone, benzoic acid and cinnamic acid were discovered at 284nm. The seed germination and seedling growth of Zoysia japonica were investigated under different concentrations of phenolic compounds. Ferulic acid and vanillic acid were associated with an increased germination rate, while $\rho$-coumaric acid appeared to inhibit seedling growth.

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Screening of Phenolic Compounds with Inhibitory Activities against HMG-CoA Reductase (페놀 화합물로부터 HMG-CoA reductase 저해 활성 물질 탐색)

  • Son, Kun Ho;Lee, Ju Yeon;Lee, Jeong Soon;Kang, Sam Sik;Sohn, Ho Yong;Kwon, Chong Suk
    • Journal of Life Science
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    • v.27 no.3
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    • pp.325-333
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    • 2017
  • High level of plasma cholesterol is strongly associated with the development of atherosclerosis and coronary heart disease. Clinical trials designed to reduce plasma cholesterol level by diet or pharmacological intervention have resulted in marked reduction of disease incidence. The enzyme 3-hydroxy-3-methylglutaryl coenzyme A (HMG-CoA) reductase which reduces cholesterol biosynthesis in the liver is the key enzyme of the mevalonate pathway that produces cholesterol. In this study, 71 naturally occurring phenolic compounds were tested for inhibitory activities against HMG-CoA reductase. Eleven compounds out of 71 showed inhibitory activities: three hydrolyzable tannin (geraniin, acetonyl geraniin and pentagalloyl ${\beta}-D-glucose$), four benzoic acid derivatives (benzoic acid, trans-cinnamic acid, 2,4-dihydroxybenzoic acid and 2,5-dihydroxybenzoic acid), and four naphthoquinone derivatives (1,2-naphthoquinone, 1,4-naphthoquinone, plumbagin and shikonin). At the concentration of $10{\mu}g/ml$, 1,4-naphthoquinone inhibited HMG-CoA reductase by 99.4%, and then plumbagin 91.4%, pentagalloyl ${\beta}-D-glucose$ 46.6%, 2,4-dihydroxybenzoic acid 40.9%, shikonin 37.7%, 1,2-naphthoquinone 36.6%, trans-cinnamic acid 32.0%, acetonyl geraniin 30.2%, benzoic acid 28.5%, geraniin 28.3% and 2,5-dihydroxybenzoic acid 22.3%, respectively. $IC_{50}$ values of 1,4-naphthoquinone and plumbagin was $2.1{\mu}g/ml$ and $5.8{\mu}g/ml$, respectively.

Cinnamic Acid Derivatives I, The Kinetics and Mechanism of the Hydrolysis and Synthesis of Cinnamanilide Derivatives (신남산 유도체 I, Cinnamanilide 유도체의 가수분해 메카니즘과 반응속도론적 연구)

  • Lee, Ki-Chang;Hwang, Yong-Hyun;Lee, Kwang-Il;Jung, Taek-Suh;Park, Kwang-Ha
    • Journal of the Korean Applied Science and Technology
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    • v.6 no.2
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    • pp.59-65
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    • 1989
  • The rate constants of the hydrolysis of cinnamanilide derivatives were determined UV spectrometry in $H_2SO_4\;(5{\sim}20N)$, NaOH($5{\sim}11N)\;at\;50{\sim}110^{\circ}C$ and rate equation could be applied over a strong acid and strong base were obtained. Final product of the hydrolysis was a cinnamic acid. The ${\rho}$ values obtained from the slope of linear plots of log $k_{abs}$ vs. Hammet $t{\sigma}$ constants were slightly negatives, Substituents on cinnamanilide showed a relatively small effect, with hydrolysis facilitated be electron donating group. Activation energy(Ea)was also calculated for the hydrolysis of the cinnamanilide. From this reaction rate equation, substituent effect and experimental of rate constants, that the hydrolysis of cinnamanillde was Initiated by the netural molecule of $H_2O$ which do not dissociate at strong acid, and proceeded by hydroxide ion at strong base.

Characterization of phenolic compounds biosynthesized in pink-colored skin of Japanese indigenous Vitis vinifera cv. Koshu grape

  • Kobayashi, Hironori;Suzuki, Yumiko;Ajimura, Kosei;Konno, Tomonori;Suzuki, Shunji;Saito, Hiroshi
    • Plant Biotechnology Reports
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    • v.5 no.1
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    • pp.79-88
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    • 2011
  • Vitis vinifera cv. Koshu is a traditional grape cultivar that has been grown for centuries in Japan. The Koshu grape has pink-colored skin and Koshu wines have slight astringency. We demonstrated for the first time the characterization of hydroxycinnamic acids, flavan-3-ols, and flavonoids in Koshu grape using high-performance liquid chromatography and liquid chromatography-mass spectrometry. The gross weight of phenolic compounds excluding anthocyanins and proanthocyanidins in Koshu grape at harvest was higher than those in Sauvignon Blanc, Chardonnay, and Merlot grapes. In addition, hydroxycinnamic acid and monomeric flavonol contents in Koshu grape were also higher than those in the other grape cultivars. Transcription analysis of cinnamic acid 4-hydroxylase, p-coumarate 3-hydroxylase, caffeate methyltransferase, and flavonol synthase genes indicated high accumulation of hydroxycinnamic acids and flavonols in Koshu grape skin compared with the other cultivars. These findings obtained by chemical and molecular approaches partially explained the phenolic characteristics and the peculiar astringency of Koshu grape.

Neuroprotective Activity of So Cheong Ryong Tang with Steaming Process (증숙 과정을 통한 소청룡탕의 뇌신경세포 보호 활성 변화에 관한 연구)

  • Weon, Jin-Bae;Yang, Hye-Jin;Lee, Bo-Hyoung;Yun, Bo-Ra;Ma, Jin-Yeul;Ma, Choong-Je
    • YAKHAK HOEJI
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    • v.55 no.6
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    • pp.451-455
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    • 2011
  • So Cheong Ryong Tang (SCRT) has been used as a traditional herbal medicine for the treatment of the bronchial asthma. In this study, the effect of steaming process on changes in 11 major compounds (homogentisic acid, ephedrine HCl, paeoniflorin, cinnamic acid, cinnam aldehyde, glycyrrhizin, 6-gingerol, schizandrin, methyleugenol, gomisin A and gomisin N) content and neuroprotective activity of SCRT were evaluated. Major compound content was slightly different with steaming produce. The contents of paeoniflorin, cinnamic acid, cinnam aldehyde, 6-gingerol and methyleugenol were decreased and homogentisic acid, ephedrine HCl, glycyrrhizin, schizandrin and gomisin A were increased by steaming process. The neuroprotective activity of steaming SCRT was determined in mouse hippocampal HT22 cells by MTT assay. As a result, neuroprotective activity of a steaming SCRT was higher than that of a non steaming SCRT. This study demonstrated that neuroprotective activity of SCRT can be improved through steaming process.

Fungal and Plant Phenylalanine Ammonia-lyase

  • Hyun, Min-Woo;Yun, Yeo-Hong;Kim, Jun-Young;Kim, Seong-Hwan
    • Mycobiology
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    • v.39 no.4
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    • pp.257-265
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    • 2011
  • L-Phenylalanine is one of the essential amino acids that cannot be synthesized in mammals in adequate amounts to meet the requirements for protein synthesis. Fungi and plants are able to synthesize phenylalanine via the shikimic acid pathway. L-Phenylalanine, derived from the shikimic acid pathway, is used directly for protein synthesis in plants or metabolized through the phenylpropanoid pathway. This phenylpropanoid metabolism leads to the biosynthesis of a wide array of phenylpropanoid secondary products. The first step in this metabolic sequence involves the action of phenylalanine ammonialyase (PAL). The discovery of PAL enzyme in fungi and the detection of $^{14}CO_2$ production from $^{14}C$-ring-labeled phenylalanine and cinnamic acid demonstrated that certain fungi can degrade phenylalanine by a pathway involving an initial deamination to cinnamic acid, as happens in plants. In this review, we provide background information on PAL and a recent update on the presence of PAL genes in fungi.

Antioxidant Properties of Tannic Acid and its Inhibitory Effects on Paraquat-Induced Oxidative Stress in Mice

  • Choi, Je-Min;Han, Jin;Yoon, Byoung-Seok;Chung, Jae-Hwan;Shin, Dong-Bum;Lee, Sang-Kyou;Hwang, Jae-Kwan;Ryang, Ryung
    • Food Science and Biotechnology
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    • v.15 no.5
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    • pp.728-734
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    • 2006
  • The tannins represent a highly heterogeneous group of water-soluble plant polyphenols that may play an important role in antimutagenic and antioxidant properties. We investigated the antioxidant function of tannic acid in comparison to other phenolic compounds including catechin, chlorogenic acid, cinnamic acid, ellagic acid, and gallic acid for their ability to scavenge several stable radicals and reactive oxygen species (ROS) such as ${\bullet}DPPH^+$, ${\bullet}ABTS^+$, hydrogen peroxide, hydroxyl radical, and superoxide radical. The ability of tannic acid to decrease paraquat-induced lipid oxidation in mouse liver and lung through its antioxidant properties was also assessed. The results showed that almost all the tested compounds have stable radical scavenging activity except cinnamic acid. Tannic acid, gallic acid, and ellagic acid demonstrated remarkable ROS scavenging properties toward $H_2O_2$, ${\bullet}OH^-$, ${\bullet}O_2^-$ and especially only tannic acid could inhibit paraquat-induced lipid peroxidation effectively in mouse liver and lung. Based on these results, it appears that increased number of galloyl and ortho-hydroxyl groups enhances the antioxidant activity of phenolic compounds and tannic acid is evaluated as the most effective antioxidant among all the tested compounds. These results suggest that the tannins, especially tannic acid, can be used as therapeutic agent for various diseases caused by ROS.

Changes of Properties in Cinnamon Extracts Prepared by Enzyme Hydrolysis and Addition of Salts, Sugars and Antioxidant Synergists (효소분해와 염과 당 및 항산화 작용 상승제의 첨가에 의한 계피 추출액의 특성 변화)

  • Kim, Na-Mi;Do, Jae-Ho;Lee, Jong-Soo;Kim, Woo-Jung
    • Applied Biological Chemistry
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    • v.37 no.4
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    • pp.272-276
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    • 1994
  • The dried cinnamon was extracted with enzymes, salts, sugars and additives in order to find the most effective extraction material. Enzymatic hydrolysis of cinnamon suspension with cellulase, hemicellulase, pectinase, ${\beta}-1.4-glucosidase$, tannase and lipase showed a little increase of their cinnamic aldehyde contents. Solid yield, antioxidant activity and degree of browning were increased in hemicellulase treatment. Acid and alkali extraction of cinnamon showed a some increase in solid yields and antioxidant activity was increased by addition of glucose and Na-ascorbate. Cinnamic aldehyde contents and degree of browning were increased in extraction with Na-citrate addition.

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Identification of Novel Standard Compounds for Standardization of Sinbaro3 Pharmacopuncture (신바로3 약침의 표준화를 위한 지표물질 검색)

  • Lee, Jin-Ho;Lee, Jae-Woong;Kim, Min-Jeong;Kim, Eun-Jee;Lee, In-Hee
    • Journal of Korean Medicine Rehabilitation
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    • v.25 no.2
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    • pp.65-72
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    • 2015
  • Objectives To investigate and validate potential standard compounds for standardization of Sinbaro3 pharmacopuncture prepared at OO Hospital of Korean Medicine. Methods Sinbaro3 pharmacopuncture was prepared by extraction, purification and hydrolysis of Harpagophytum procumbens, and various potential standard compounds were quantified through HPLC-UV and HPLC-MS analysis. Validation was examined by assessing specificity, linearity, precision, and accuracy. Results The retention time of harpagide and cinnamic acid were 15.2 min and 28.2 min, respectively, and both showed good linearity in analysis by concentration at 0.9999 and 0.9998, respectively. Intra-day variation of precision was 0.0015~0.0045% and 0.0058~0.1629%, while inter-day variation of precision was 0.0011~0.0243% and 0.0098~0.1629%, and that of accuracy was 99.53~99.89% and 99.50~99.91%, respectively. Conclusions Harpagide and cinnamic acid, which are hydrolyzates of harpagoside within Sinbaro3 pharmacopuncture, were both validated using HPLC-MS and HPLC-UV analysis, and Sinbaro3 pharmacopuncture contained 78.41 ug/ml harpagide, and 2.05 ug/ml cinnamic acid.

Simultaneous Determination of Paeoniflorin, Trans-cinnamic Acid, Schisandrin and Glycyrrhizin in So-Cheong-Ryong-Tang by HPLC-DAD and HPLC-ESI-MS

  • Lee, Mi-Kyeong;Lee, Ki-Yong;Park, Jung-Hyun;Kim, Seung-Hyun;Choi, Ok-Gyung;Park, Jin-Ho;Cho, Jung-Hee;Kim, Do-Hoon;Baek, Ju-Hyun;Oh, Mi-Hyune;Kim, Hyo-Jin;Sung, Sang-Hyun
    • Natural Product Sciences
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    • v.16 no.1
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    • pp.26-31
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    • 2010
  • High performance liquid chromatographic method with diode-array detection (HPLC-DAD) has been performed for the simultaneous determination of four marker constituents, paeoniflorin, trans-cinnamic acid, schisandrin and glycyrrhizin in traditional herbal medicinal preparation, So-Cheong-Ryong-Tang (SCRT). The presence of paeoniflorin, trans-cinnamic acid, schisandrin and glycyrrhizin in this decoction was ascertained by retention time, spiking with each authentic standard, UV spectrum and ESI mass spectrum. All four compounds showed good linearity ($r^2$ > 0.998) in a relatively wide concentration ranges. The RSD for intra-day and inter-day precision was less than 3% and the limits of detection (LOD) were less than 30 ng. The mean recovery of each compound was 94.1-113.0% with RSD values less than 3.0%. These results suggest that the developed HPLC method is simple, effective and could be readily utilized as a quality control method for commercial SCRT products.