• 제목/요약/키워드: p-hydroxybenzoic acid

검색결과 87건 처리시간 0.027초

페놀성 화합물의 항충치활성 및 Glucosyltransferase 억제효과 (Anticariogenic Activity and Glucosyltransferase Inhibition of Phenolic Compounds)

  • 김선재;박인배;강성국;정동옥;정순택
    • 한국식생활문화학회지
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    • 제20권5호
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    • pp.603-607
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    • 2005
  • 충치원인균인 Streptococcus mutans에 대한 페놀성 화합물(14종)의 항미생물활성은 hydroxybenzoic acid group에서는 syringic acid를 제외한 모든 화합물이 5와 10 mg/disc 함유량에서 $8.5{\sim}18mm$까지의 생육저해환을 나타내었다. 기타 phenolics 화합물에서는 catechol과 L-ascorbic acid가 저해능을 나타냈는데, 특히 catechol은 10 mg/disc 함유량은 $18.5{\sim}19.5mm$로 강한 항미생물활성을 나타냈다. Phenolic compounds의 최소저해농도는 S. mutans, M1 및 M2 균 모두에서 2,000 ppm의 농도에서 MIC 값을 나타내어 큰 차이를 보이지 않았으며, catechol만 1,000 ppm의 농도에서 높은 MIC 값을 나타내었다. 충치 관련 미생물인 S. mutans에 대해 항미생물활성이 인정된 7종의 페놀성 화합물을 대상으로 S. mutans가 생산하는 glucosyltransferase(GTase)의 활성저해능은 benzoic acid와 p-hydroxybenzoic acid 처리구에서는 100과 500 ppm 농도에서 약하게나마 GTase활성을 저해하는 경향을 나타냈으며, gallic acid 처리구는 10 ppm부터 활성을 나타내기 시작해서 100 ppm과 500 ppm에서 약 50%의 저해 활성을 나타냈다. 한편 catechol 처리구에서는 10 ppm에서 58.7%의 저해활성을 나타내었고, 50 ppm에서 60.7%, 100 ppm에서 88.4%, 그리고 500 ppm에서 89.6%의 높은 활성을 나타내어 catechol의 S. mutans에 대한 생육저해능 측정에서 높은 항미생물활성을 나타낸 결과와 동일한 경향을 나타냈다.

당잔대(Adenophora stricta) 뿌리의 성분연구 (Phytochemical Study of Adenophora stricta Roots)

  • 노태웅;윤기동
    • 생약학회지
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    • 제50권2호
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    • pp.73-80
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    • 2019
  • Adenophora stricta Miq. (Campanulaceae) is an annual herb, which has been used as a traditional medicine in Korea, Japan and China to treat bronchial asthma, tonsillitis, and hypertension. In this study, 12 compounds were isolated from the roots of A. stricta and isolates were identified to be methyl adenophorate (1), decursidin (2), L-tryptophan (3), D-1,2,3,4-tetrahydronorharmane-3-carboxylic acid (4), vanillic acid 4-O-${\beta}$-D-glucopyranoside (5), syringic acid 4-O-${\beta}$-D-glucopyranoside (6), vanillin (7), vanillic acid (8), p-hydroxybenzaldehyde (9), p-hydroxybenzoic acid (10), p-hydroxyacetophenone (11) and linoleic acid (12). Decursidin (2) and D-1,2,3,4-tetrahydronorharmane-3-carboxylic acid (4) is firstly reported from A. stricta in current study.

밭 잡초(雜草)중에 존재(存在)하는 Allelopathy 관련(關聯) Phenol 화합물(化合物)의 검색(檢索) (Determination of Phenolic Compounds Responsible for Allelopathy in Upland Weeds)

  • 김재철;한강완;장병춘;신현승
    • 한국잡초학회지
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    • 제8권3호
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    • pp.258-264
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    • 1988
  • 밭 주요(主要) 우점잡초(優占雜草) 중 allelopathy 작용성(作用性)을 보였던 쑥, 냉이, 쇠비름 및 토끼풀에 대하여 이들 잡초(雜草) 중에 존재(存在)하는 phenol화합물(化合物)을 Paper chromatography(PC) 및 High performance liquid chromatography(HPLC)에 의하여 분리(分離) 확인(確認)하였고, 검출(檢出)된 phenol화합물(化合物)이 검정식물(檢定植物)의 발아(發芽) 및 생장(生長)에 미치는 영향(影響)을 검토(檢討)하였다. PC에 의하여 검정(檢定)된 phenol화합물(化合物)은 4초종(草種) 모두에서 methanol추출물(抽出物) 보다는 물추출물(抽出物)에서 많은 종류(種類)가 확인(確認)되었다. 4초종(草種)의 두가지 추출물(抽出物) 모두에서 PC로 분리(分離)된 phenol화합물(化合物)은 ferulic acid이었으며, benzoic acid는 물추출물(抽出物)에서만 확인(確認)되었다. HPLC에 의해서는 hydroquinone, p-hydroxybenzoic, ferulic 및 cinnamic acid가 전초종(全草種)에서 분리(分離)되었다. PC 및 HPLC로 분리(分離) 확인(確認)된 phenol화합물(化合物) 중 p-hydroxyhenzoic, ferulic 및 cinnamic acid는 검정식물(檢定植物)의 발아(發芽) 및 발아후(發芽後) 생육(生育)에 높은 억제효과(抑制效果)를 보였다. 이들 phenol화합물(化合物)은 일반적(一般的)으로 발아(發芽)보다는 유묘(幼苗)의 근생장(根生長)에 더 큰 저해(沮害)를 나타내었다.

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페놀분해세균의 분리 및 생물학적 처리 특성 (Characterization of Biological Treatment by an Isolated Phenol-Degrading Bacterium)

  • 송형의;김진욱
    • 한국환경보건학회지
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    • 제24권3호
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    • pp.54-62
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    • 1998
  • 20 bacterial strains capable of growing on phenol minimal medium were isolated from soil and wastewater by the enrichment culture technique, and among them, one isolate which was the best in the cell growth was selected and identified as Bacillus sp. SH3 by its characteristics. Strain SH3 could grow with phenol as the sole carbon source up to 15 mM, but did not grow in minimal medium containing above 20 mM of phenol. The optimal conditions of temperature and initial pH for growth and phenol degradation were 30$^{\circ}$C and 7.5, respectively. This strain could grow on various aromatic compounds such as catechol, protocatechuic acid, gentisic acid, o-, m-, p-cresol, benzoic acid, p-hydroxybenzoic acid, anthranilic acid, phenyl acetate and pentachlorophenol, and the growth-limiting log P value of strain SH3 on organic solvents was 3.1. In batch culture, strain SH3 degraded 97% of 10 mM phenol in 48 hours. In continuous culture under the conditions of 20 mM of influent phenol concentration and 0.050 hr$^{-1}$ of dilution rate, the treatment rate of phenol was 94%.

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모사 헤미셀룰로오스 가수분해액으로부터 발효 저해물질의 제거를 위해 에멀젼형 액막법의 적용 (Application of Emulsion Liquid Membrane to Removal of Fermentation Inhibitors from Simulated Hemicellulosic Hydrolysates)

  • 이상철
    • Korean Chemical Engineering Research
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    • 제53권4호
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    • pp.457-462
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    • 2015
  • 헤미셀룰로오스 가수분해액은 당은 물론 카르복시산, 푸란유도체 및 페놀화합물과 같은 여러 종류의 에탄올 발효 저해물질을 포함한다. 본 연구에서는 이런 저해물질들을 제거할 수 있는 분리 기술로서 에멀젼형 액막법이 적용되었다. 기본 모사 헤미셀룰로오스 가수분해액은 당인 자일로스, 용매인 묽은 황산 수용액과 카르복시산인 초산으로 구성되었으며, 필요에 따라 푸란유도체인 푸르푸랄 또는 페놀화합물인 p-hydroxybenzoic acid(HBA)가 그 가수분해액에 추가되었다. 본 연구에서 고려된 모든 에멀젼형 액막계에서 약산인 초산과 HBA는 선택적으로 제거가 가능하였지만, 알데히드인 푸르푸랄은 상당히 제거하기가 어려웠다. 또한, 기본 모사 가수분해액에 HBA가 추가된 에멀젼형 액막계에서 추출제로 tributyl phosphate를 사용하여 원료상에 있는 초산과 HBA를 99%까지 동시에 선택적으로 제거할 수 있었다.

Improved NADPH Regeneration for Fungal Cytochrome P450 Monooxygenase by Co-Expressing Bacterial Glucose Dehydrogenase in Resting-Cell Biotransformation of Recombinant Yeast

  • Jeon, Hyunwoo;Durairaj, Pradeepraj;Lee, Dowoo;Ahsan, Md Murshidul;Yun, Hyungdon
    • Journal of Microbiology and Biotechnology
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    • 제26권12호
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    • pp.2076-2086
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    • 2016
  • Fungal cytochrome P450 (CYP) enzymes catalyze versatile monooxygenase reactions and play a major role in fungal adaptations owing to their essential roles in the production avoid metabolites critical for pathogenesis, detoxification of xenobiotics, and exploitation avoid substrates. Although fungal CYP-dependent biotransformation for the selective oxidation avoid organic compounds in yeast system is advantageous, it often suffers from a shortage avoid intracellular NADPH. In this study, we aimed to investigate the use of bacterial glucose dehydrogenase (GDH) for the intracellular electron regeneration of fungal CYP monooxygenase in a yeast reconstituted system. The benzoate hydroxylase FoCYP53A19 and its homologous redox partner FoCPR from Fusarium oxysporum were co-expressed with the BsGDH from Bacillus subtilis in Saccharomyces cerevisiae for heterologous expression and biotransformations. We attempted to optimize several bottlenecks concerning the efficiency of fungal CYP-mediated whole-cell-biotransformation to enhance the conversion. The catalytic performance of the intracellular NADPH regeneration system facilitated the hydroxylation of benzoic acid to 4-hydroxybenzoic acid with high conversion in the resting-cell reaction. The FoCYP53A19+FoCPR+BsGDH reconstituted system produced 0.47 mM 4-hydroxybenzoic acid (94% conversion) in the resting-cell biotransformations performed in 50 mM phosphate buffer (pH 6.0) containing 0.5 mM benzoic acid and 0.25% glucose for 24 h at $30^{\circ}C$. The "coupled-enzyme" system can certainly improve the overall performance of NADPH-dependent whole-cell biotransformations in a yeast system.

Chemical Constituents of Nelumbo nucifera Seeds

  • Rho, Taewoong;Yoon, Kee Dong
    • Natural Product Sciences
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    • 제23권4호
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    • pp.253-257
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    • 2017
  • The phytochemical study for the extract of Nelumbo nucifera (Nymphaceae) seeds has led to the isolation of ten compounds including five simple phenolic compounds, two indole derivatives, a flavonoid glycoside, two abscisic acid derivatives. The interpretation of 1D and 2D NMR and ESI-Q-TOF-MS spectroscopic data revealed the chemical structures of isolates to be p-hydroxybenzoic acid (1), protocatechuic acid (2), (E)-p-coumaric acid (3), (E)-ferulic acid (4), (E)-sinapate-4-O-${\beta}$-$\text\tiny{D}$-glucopyranoside (5), tryptophan (6), 3-indoleacetic acid (7), isoschaftoside (8), dihydrophaseic acid (9), dihydrophaseic acid 3'-O-${\beta}$-$\text\tiny{D}$-glucopyranoside (10). To the best of our knowledge, 1 - 5 and 7 were identified for the first time from N. nucifera seeds, and the presence of dihydrophaseic acid (9) and its glucoside (10) were demonstrated secondly in this plant.

The Stimultaneous Determination of Phenolic Compounds by GC and GC/MS

  • Kim, Jong-Bae;Park, Jyung-Rewng
    • Preventive Nutrition and Food Science
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    • 제3권2호
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    • pp.111-118
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    • 1998
  • To develop a simple, rapid and simultaneous analytical method of phenolic compounds using gas chromatography (GC) and gas chromatography/mass spectrophometer (GC/Ms), this experiment was carried out to search the retention times of capillary columns and the characteristics of fragment ions in electron impact mass spectra. Most of trimethylsilyl derivatives and underivatized phenolic compounds were separated very well on three kinds of capillary columns(HP-1), Ultra-2 and HP-35). Quantitiative determination of phenolic compounds was achieved by internal standards (p-hydroxybenzoic acid iopropyl ester, p-hydroxybenzoic acid ethyl ester). Calibration plts were linear in the investigated range, and the limits of detection were about 5 ng at split mode method. When analyzed by three columns, theseparation times were fairly constant on two nonpolar columns, but a few compounds showed slightly different separation order by the itnermediate polar HP-35 column. The important characteristic patterns of TMS derivatives of phenolic compounds on the EI/MS spectrra appeared at the base peak of [M-15]+ ion and presented at high abundance in most TMS derivatives of phenoloc compounds. [M]+, [M-CH3-COO]+, [M-Si(CH3)4]+ and [M-Si(CH3)4 -CH3]+ also observed in mass spectra of these compounds . Although several compounds have the same retention times on GC column, it might be possible to identify these compounds by the different patternsof mass frgement ions. The TMS derivatives, thus , provide additional information for identification of phenolic compounds in biological systems.

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Improving the drought tolerance in rice (Oryza sativa L.) by exogenous application of vanillic acid and p-hydroxybenzoic acid

  • Nguyen, Thanh Quan;Do, Tan Khang;Nguyen, Van Quan;Truong, Ngoc Minh;Tran, Dang Xuan
    • 한국작물학회:학술대회논문집
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    • 한국작물학회 2017년도 9th Asian Crop Science Association conference
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    • pp.38-38
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    • 2017
  • Water stress obstructs rice growth mainly by oxidative damage in biological cells to cause a reduction of leaf photosynthesis and evapotranspiration processes. In this study, exogenous application of vanillic acid (VA) and p-hydroxybenzoic acid (PHBA) to improve drought tolerance of two Oryza sativa cultivars, Q2 and Q8 was tested. The drought evaluation based on leaf phenotypes to show that both Q2 and Q8 resulted in remarkable water-stress tolerance induced by leaf spraying pretreatment of mixed solution of $50{\mu}M\;VA+50{\mu}M\;PHBA$. The mixtures of $25{\mu}M\;VA+25{\mu}M\;PHBA$ and $50{\mu}M\;VA+50{\mu}M\;PHBA$ treated on Q2 and Q8 in water deficit condition also indicated that total phenols, total flavonoids, and DPPH radical scavenging activity were significantly greater their controls. In general, the accumulation of individual phenolic acids was increased in exogenous phenolic treatments, as compared with controls. Particularly, Q2 obtained a considerable amount of endogenous PHBA after application of $50{\mu}M\;VA$, $25{\mu}M\;VA+25{\mu}M\;PHBA$, and $50{\mu}M\;VA+50{\mu}M\;PHBA$ (0.18 mg/g DW, 0.71 mg/g DW, and 1.41 mg/g DW, respectively); and a negligible content of VA (0.003 mg/g DW) appeared uniquely in the treatment of $50{\mu}M\;VA$. Similarly, Q8 also absorbed a significant quantity of PHBA in $50{\mu}M\;PHBA$, $25{\mu}M\;VA+25{\mu}M\;PHBA$, and $50{\mu}M\;VA+50{\mu}M\;PHBA$ treatments (0.15 mg/g DW, 0.15 mg/g DW, and 0.22 mg/g DW, respectively). In addition, the spraying $50{\mu}M\;PHBA$ and $25{\mu}M\;VA+25{\mu}M\;PHBA$ on Q8 leaves induced similar amount of drought tolerance of Q2 and Q8 were improved, paralleled with the increased amounts of endogenous phenolics revealed that VA and PHBA played an important role to enhance drought tolerance in rice.

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Improving the drought tolerance in rice (Oryza sativa L.) by exogenous application of vanillic acid and p-hydroxybenzoic acid

  • Nguyen, Thanh Quan;Do, Tan Khang;Nguyen, Van Quan;Truong, Ngoc Minh;Tran, Dang Xuan
    • 한국작물학회:학술대회논문집
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    • 한국작물학회 2017년도 9th Asian Crop Science Association conference
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    • pp.33-33
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    • 2017
  • Water stress obstructs rice growth mainly by oxidative damage in biological cells to cause a reduction of leaf photosynthesis and evapotranspiration processes. In this study, exogenous application of vanillic acid (VA) and p-hydroxybenzoic acid (PHBA) to improve drought tolerance of two Oryza sativa cultivars, Q2 and Q8 was tested. The drought evaluation based on leaf phenotypes to show that both Q2 and Q8 resulted in remarkable water-stress tolerance induced by leaf spraying pretreatment of mixed solution of $50{\mu}M\;VA+50{\mu}M\;PHBA$. The mixtures of $25{\mu}M\;VA+25{\mu}M\;PHBA$ and $50{\mu}M\;VA+50{\mu}M\;PHBA$ treated on Q2 and Q8 in water deficit condition also indicated that total phenols, total flavonoids, and DPPH radical scavenging activity were significantly greater their controls. In general, the accumulation of individual phenolic acids was increased in exogenous phenolic treatments, as compared with controls. Particularly, Q2 obtained a considerable amount of endogenous PHBA after application of $50{\mu}M\;VA$, $25{\mu}M\;VA+25{\mu}M\;PHBA$, and $50{\mu}M\;VA+50{\mu}M\;PHBA$ (0.18 mg/g DW, 0.71 mg/g DW, and 1.41 mg/g DW, respectively); and a negligible content of VA (0.003 mg/g DW) appeared uniquely in the treatment of $50{\mu}M\;VA$. Similarly, Q8 also absorbed a significant quantity of PHBA in $50{\mu}M\;PHBA$, $25{\mu}M\;VA+25{\mu}M\;PHBA$, and $50{\mu}M\;VA+50{\mu}M\;PHBA$ treatments (0.15 mg/g DW, 0.15 mg/g DW, and 0.22 mg/g DW, respectively). In addition, the spraying $50{\mu}M\;PHBA$ and $25{\mu}M\;VA+25{\mu}M\;PHBA$ on Q8 leaves induced similar amount of VA (0.04 mg/g DW). Meanwhile, there were no trace of VA and PHBA found in controls. The levels of drought tolerance of Q2 and Q8 were improved, paralleled with the increased amounts of endogenous phenolics revealed that VA and PHBA played an important role to enhance drought tolerance in rice.

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