• Title/Summary/Keyword: Pyrogallol

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Chemical constituents from Polygonum bistorta rhizomes (권삼의 성분)

  • Choi, So-Young;Kwon, Yong-Soo;Kim, Chang-Min
    • Korean Journal of Pharmacognosy
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    • v.31 no.4
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    • pp.426-429
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    • 2000
  • Five compounds have been isolated from the rhizomes of Polygonum bistorta. On the basis of spectral evidences, these compounds were identified as catechol, 4- hydroxybenzaldehyde, umbelliferone, scopoletin and pyrogallol.

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mPW1PW91 Calculated Structures and IR Spectra of the Conformational Stereoisomers of C-Cyanophenyl Pyrogallol[4]arene

  • Ahn, Sangdoo;Park, Tae Jung;Choe, Jong-In
    • Bulletin of the Korean Chemical Society
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    • v.35 no.5
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    • pp.1323-1328
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    • 2014
  • Molecular structures of the various conformational stereoisomers of 2,8,14,20-cyanophenyl pyrogallol[4]arenes 1 were optimized using the mPW1PW91 (hybrid Hartree-Fock density functional) calculation method. The total electronic and Gibbs free energies and the normal vibrational frequencies of the different structures from three major conformations (CHAIR, TABLE, and 1,2-Alternate) of the four stereoisomers [1(rccc), 1(rcct), 1(rctt), and 1(rtct)] were analyzed. The mPW1PW91/6-31G(d,p) calculations suggested that $1(rcct)_{1,2-A}$, 1(rctt)CHAIR, and $1(rtct)_{CHAIR}$ were the more stable conformations of the respective stereoisomers. Hydrogen bonding is the primary factor for the relative stabilities of the various conformational isomers, and maximizing the ${\pi}-{\pi}$ interaction between the cyanophenyl rings is the secondary factor. The calculated IR spectra of the more stable conformers [$1(rctt)_{CHAIR}$, $1(rcct)_{1,2-A}$, $1(rtct)_{CHAIR}$] were compared with the experimental IR spectrum of $1(rtct)_{CHAIR}$.

Evaluation of antioxidant properties of a new compound, pyrogallol-phloroglucinol-6,6'-bieckol isolated from brown algae, Ecklonia cava

  • Kang, Sung-Myung;Lee, Seung-Hong;Heo, Soo-Jin;Kim, Kil-Nam;Jeon, You-Jin
    • Nutrition Research and Practice
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    • v.5 no.6
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    • pp.495-502
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    • 2011
  • In this study, antioxidant and free radical scavenging activities of the natural antioxidative compound, pyrogallol-phloroglucinol-6,6'-bieckol (PPB) isolated from brown algae, Ecklonia cava was assessed in vitro by measuring the radical scavenging activities (DPPH, alkyl, hydroxyl, and superoxide) using electron spin resonance (ESR) spectrometry, intracellular reactive oxygen species (ROS) scavenging activity, and DNA damage assay. According to the results of these experiments, the scavenging activity PPB against difference radicals was in the following order: DPPH, alkyl, hydroxyl, and superoxide radicals ($IC_{50}$; 0.90, 2.54, 62.93 and $109.05{\mu}M$). The antioxidant activities of PPB were higher than that of the commercial antioxidant, ascorbic acid. Furthermore, PPB effectively inhibited DNA damage induced by $H_2O_2$. These results suggest that the natural antioxidative compound, PPB, can be used by the natural food industry.

Relative Effectiveness of Some Antioxidants in A Dark and A Sunlight-irradiated Condition (암소저장(暗所貯藏) 및 일사광선조사(日射光線照射) 조건하(條件下)에서의 일부(一部) 항산화제(抗酸化劑)의 항산화효과에 대하여)

  • Yoon, Sei-Uk;Kim, Dong-Hoon
    • Korean Journal of Food Science and Technology
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    • v.5 no.1
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    • pp.42-48
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    • 1973
  • Relative retarding effect of BHA, BHT, PG, ${\alpha}-tocopherol$, ascorbic acid, pyrogallol, and antage 3C on the peroxide value and the free fatty acid value development of two groups of edible soybean oils was studied. The antioxidants were added respectively to the oils at a level of 0.05%, and one group of the oils was irradiated, 4 hours daily, with direct sunlight and the other group was stored in a dak place at $45{\pm}0.5^{\circ}C$. The retarding effect of the antioxidants on the P. V. development was, in general, more pronounced in case of the oils stored in the dark place than in case of the irradiated oils. BHT, PG, and antage 3C exhibited, in both cases, strong retarding effect on the P. V. development of the oils. In both cases, ${\alpha}-tocopherol$ showed some retarding effect, but the effect decreased rapidly as storage time increased. The inhibitory effect of the antioxidants on the free fatty acid value development was much more pronounced in case of the irradiated oils than in case of the oils stored in the dark place. The inhibitory effect of pyrogallol on the free fatty acid value development of the oils was, in both cases, especially strong and lasting.

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Seasonal Variation of Some Substances in Chestnut Shoots (밤나무 품종별(品種別) 함유성분(含有成分)의 시기적(時期的) 변화(變化))

  • Wi, Heub
    • Journal of Korean Society of Forest Science
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    • v.32 no.1
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    • pp.21-28
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    • 1976
  • This paper reports on seasonal variation of tannin, catechol tannin, pyrogallol tannin, sugar, starch and protein contained in new shoots of four races of Castanea crenata in relation to their resistance to gall-wasps. The four races were Ginyose, Shimokatsugi, Taisyo-wase and Tsuguba. 1. Tannin contents showed the lowest level during June and September, and they gradually increased afterwards. Generally tannin contents were higher in gall-wasp resistant races than in its susceptible races. Mean annual tannin contents were 0.73%, 0.845%, 0.507%, and 0.520%, respectively, in Tsuguba, Ginyose, Shimokatsugi and Taisyo-wase. 2. Catechol tannin contents did not change from February to October, however, increased after that period. Catechol tannin contents in gall-wasp resistant races (Tsuguba and Ginyose) more than doubled those in the susceptible races (Shimokatsugi and Taisyo-wase) all the year round, indicating that there may be a correlation between quantitative differences in catechol tannin and the resistance to gall-wasps. 3. Pyrogallol tannin contents were rather lower in the gall-wasp resistant races than in the susceptible races on the contrary to the above results. 4. Seasonal variation of sugar contents showed similar tendency with catechol tannin. Gall-wasp resistant races contained higher sugar contents than those susceptible races. 5. Starch contents were significantly higher during dormant period. Gall-wasp susceptible races showed higher starch contents than the resistant races did, however, this tendency varied with season. 6. There were not significant differences in protein between races but there was a tendency of higher protein in gall-wasp susceptible races. The seasonal change of protein was similar to that of starch. 7. From the above results it seems that seasonal variation of contents of tannin, catechol and pyrogallol tannin, sugar, starch and protein in new shoots of chestnut trees have some relation to their resistance to gall-wasp.

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Identification of phenolic antioxidative components in Terminalia Chebula Retz (가자 항산화성 물질의 분리 및 확인)

  • Kim, Jeong-Sook;Lee, Gee-Dong;Kwon, Joong-Ho;Yoon, Hyung-Sik
    • Applied Biological Chemistry
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    • v.36 no.4
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    • pp.239-243
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    • 1993
  • Chemical structures of phenolic antioxidative components of defatted Terminalia chebula R. were elucidated by used MS and H-NMR. The results showed that the phenolic antioxidative components were identified as ferulic acid, vanillic acid, p-coumaric acid in free-acid extracts, and caffecic acid, vanillic acid and p-coumaric acid in soluble-acid extracts, and caffeic acid, phloroglucinol and pyrogallol in insoluble-bound extracts, respectively.

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THE KINETIC STUDIES OF GLUCONIC ACID FERMENTATION (PART 1) Effect of Phenol and Catechol Derivatives on Oxygen Transfer in the Fermentation (Gluconic acid의 발효에 관한 연구(제1보) 발효조중 산소이동에 미치는 Phenol 유도분 및 Catechol 유도분의 영향)

  • LEE Keun-Tai;LEE Kyung-Hee
    • Korean Journal of Fisheries and Aquatic Sciences
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    • v.11 no.4
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    • pp.205-211
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    • 1978
  • The effect of phenol derivatives (guaiacol, vanillin, o-vanillin, eugenol) and catechol derivatives (pyrogallol, resoicinol) to enhance the volumetric oxygen transfer coefficient, in the aerobic fermentation was studies. Guaiacol, vanillin, o-vanillin, pyrogallol and resorcinol revealed to enchance the volumetric oxygen transfer coefficient, and eugenol had no such ability. The enhancement of the oxygen transfer ability is probably due to the formation of the charge transfer complex by the derivatives and oxygen molecules.

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$^{13}C-Nuclear$ Magnetic Resonance of the Phenolic Compounds (I) -A Systematic Evaluation of the Chemical Shifts of the Phenolic Compounds- (Phenol성(性) 화합물(化合物)의 $^{13}C$-핵자기(核磁氣) 공명(共鳴)(I) -Phenol성(性) 화합물(化合物)의 Chemical Shift에 관(關)한 연구(硏究)-)

  • Ahn, Byung-Zun
    • Korean Journal of Pharmacognosy
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    • v.8 no.1
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    • pp.17-21
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    • 1977
  • $^{13}C-NMR$ behaviors of phenolic compounds such as phenol, catechol, pyrogallol, resorcine, phoroglucine and hydroquinone were studied. From the study on the effects of OH-substitution on benzene and its dervatives it was found that the additivity rule can be applied to the ortho-and para-effect but not to the meta-effect for the OH-function. The empirically calculated chemical shifts regarding the o-and p-effects coincide very well with the results of measurement. The chemical shifts of the phenolic compounds can be classified into three types. 1) Catechol-type C-1 and C-2 145 ppm C-3 and C-6 116-107 ppm 2) Pyrogallol-type C-1 132ppm C-2 and C-6 146ppm C-3 and C-5 106ppm 3) Resorcin-type C-1 and C-3 159ppm C-2 103-95ppm C-4 and C-6 107ppm

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Dyeing of Cotton Fabrics using Residual Parts of Cultivated Pteridium aquilinum (재배 고사리 부산물을 활용한 면직물의 염색)

  • Lee, Hyesun;Kang, Eunyoung
    • Textile Coloration and Finishing
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    • v.26 no.1
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    • pp.53-62
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    • 2014
  • This study examined the dyeability, color fastness and functionality of cotton fabrics dyed with residual parts of cultivated Pteridium aquilinum. UV-Vis absorption spectrum, TLC and FT-IR spectra analysis showed that colorants of Pteridium aquilinum are a mixture of pyrogallol tannin and catechol tannin. Optimum dyeing conditions was confirmed colorant concentration of 500% at $100^{\circ}C$ for 60 minutes. Color fastness followed to washing, rubbing, perspiration and light as 4-5, 5, 4-5(acidic), 3-4(alkaline) and 2, respectively. Deodorization rates of ammonia($NH_3$) and acetic acid ($CH_3COOH$) were analyzed 88.8% and 78.0%. UV protection rate was 94.2% of UV-A and 96.8% of UV-B. UV protection factor(UPF) was 27. Therefore residual parts of cultivated Pteridium aquilinum could be used for a new functional colorant.