• 제목/요약/키워드: 4-Hydroxybenzoic acid

검색결과 98건 처리시간 0.025초

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.

서양금혼초(Hypochaeris radicata L.) 추출물의 화본과 사료작물에 대한 타감작용 효과 및 phenole 화합물의 조성 (Composition of Phenolic Compounds in Hypochaeris radica L. Extracts and their Allelopathic Effects on Gramineous Forage Crops)

  • 김옥임;박선일;정일민;하상영
    • 한국환경농학회지
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    • 제24권4호
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    • pp.391-397
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    • 2005
  • 본 연구는 귀화식물인 서양 금혼초의 수용성 추출액이 화본과 사료작물인 tall fescue, perennial ryegrass, italian ryegrass 3 종류의 생장과 수량에 미치는 타감작용 효과를 조사하기 위해 실시하였다. 사료작물 생장에 미치는 서양 금혼초 수용성 추출액의 영향을 상대 생장율(relative elongation ratio; RER)로 조사한 결과, italian ryegrass가 다른 두 종류 보다 생장이 가장 크게 억제 되었다. 생장에 미치는 영향을 엽신중, 생체중 및 건물중으로 조사한 결과, 3종류 사료작물 모두 생장량이 감소하였다. 서양 금혼초 수용성 추출액의 처리 농도가 높을수록 3종류사료작물의 생장량이 크게 억제 및 감소하였는데, 이와 같은 결과로 서양 금혼초 수용성 추출액은 타감작용 효과가 있음이 밝혀졌다. 서양 금혼초에 함유되어 있는 allelochemicals 물질을 HPLC에 의해 성분 분석한 결과, 부위별로 함량과 조성의 차이가 있었으나 ${\rho}-hydroxybenzoic$ acid, chlorogenic acid, catechin, caffeic acid, syringic acid, salicylic acid, ${\rho}-coumaric$ acid, ferulic acid, hesperidin, frans-cinnamic acid, naringenin 등 11종류의 phenolic compounds 성분이 동정되었며, caffeic acid, ferulic acid, naringenin 3종류는 서양 금혼초 모든 부위에 공통적으로 함유하고 있는 것으로 확인되었다.

토마토식물의 독성물질 확인과 생장억제작용 (Identification and Growth Inhibition of Phytotoxic Substances from Tomato Plant)

  • 김영식
    • Journal of Plant Biology
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    • 제32권1호
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    • pp.41-49
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    • 1989
  • Phenolic compounds such as gallic acid, ferulic acid, p-hydroxybenzoic acid, vanillic acid, salicylic acid, tannic acid, and hydroquinone were identified from the aqueous extracts and volatile substances of tomato plant by paper chromatography, high performance liquid chromatography and gas chromatography. The seed germination and seedling growth of the experimental species, lettuce and egg plant, were severely inhibited in 5$\times$10-3M of phenolic reagents identical to those identified from tomato plant. Germination and growth rate of test species in 5$\times$10-4M and 5$\times$10-5M were higher than that of 5$\times$10-3M. Therefore, 5$\times$10-3M of phenolic compounds would be assumed to be threshold concentration for allelopathic effects.

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In silico Analysis of Natural Compounds as Modulators of Type I Collagen

  • Narayanaswamy, Radhakrishnan;Wai, Lam Kok;Esa, Norhaizan Mohd;Ismail, Intan Safinar
    • 통합자연과학논문집
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    • 제9권3호
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    • pp.166-170
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    • 2016
  • Collagen plays a vital role in the maintenance of structure and function of a human body. It has been widely applied in various fields including biomedical, cosmeceutical, food, pharmaceutical and tissue engineering. In the present study, the docking behaviour of type I collagen with 15 different ligands namely hydroxymethylfurfural, methylglyoxal, methylsyringate, O-methoxyacetophenone, 3-phenyllactic acid, 4-hydroxybenzoic acid, kojic acid, lumichrome, galangin, artoindonesianin F, caffeic acid, 4-coumaric acid, origanol A, thymoquinone and quercetin was evaluated along with their putative binding sites using Discovery Studio Version 3.1. Docking studies and binding free energy calculations revealed that origanol A has maximum interaction energy (-40.48 kcal/mol) and quercetin with the least interaction energy (-15.44 kcal/mol) as compared to the other investigated ligands. Three ligands which are galangin, methylsyringate and origanol A were shown to interact with Asp21 amino acid residue of chain B (type I collagen). Therefore, it is strongly suggested that the outcomes from the present study might provide new insight in understanding these 15 ligands as potential type I collagen modulators for the prevention of collagen associate disorders.

복분자(Rubus coreanus Miquel) 와인의 에틸아세테이트층으로부터 저분자 페놀성 항산화 화합물의 단리·동정 (Isolation and Identification of Low Molecular Phenolic Antioxidants from Ethylacetate Layer of Korean Black Raspberry (Rubus coreanus Miquel) Wine)

  • 김성자;이형재;박근형;이종욱;임익재;정희종;문제학
    • 한국식품과학회지
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    • 제40권2호
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    • pp.129-134
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    • 2008
  • 복분자 와인은 복분자 열매를 발효ㆍ숙성시켜 제조하기 때문에 그들 양자 간의 성분에는 차이가 있을 것으로 추측되었다. 그러나 복분자 와인의 음용률이 높음에도 불구하고 복분자 와인 중에 함유된 성분들에 관한 체계적인 연구는 거의 전무한 실정이다. 그래서 먼저 복분자 와인 중에 함유되어 있는 성분들의 chemical profile의 검토를 위해 항산화 활성에 초점을 맞추어 화합물의 단리ㆍ구조해석에 착수하였다. 복분자 와인 11 L(신선 복분자 열매 15.7 kg 상당량)의 농축액(928.3 g)을 용매분획한 후 얻어진 EtOAc층(20 g/56.2 g)을 대상으로 각종 column chromatography 및 HPLC를 행하여 5종의 항산화 활성 화합물을 단리하였다. 그들을 대상으로 $^1H$-NMR 분석 및 TMS 유도체화 후 GCMS 분석을 행한 결과, 4-hydroxybenzoic acid(1, 0.1 mg), 3,4-dihydroxybenzoic acid(2, 0.3 mg), 4-(2-hydroxyethyl)-phenol(3, 0.6 mg), pyrocatechol(4, 0.3 mg), 3,4,5-trihydroxybenzoic acid ethyl ester(5, 0.6 mg)로 동정하였다. 화합물 1과 2는 복분자 열매중에 존재함이 보고되어 있으나 화합물 3-5는 복분자 열매로부터 그 존재가 보고되어진 바 없으며, 이들 5종의 화합물 모두가 복분자 와인으로부터 동정되어진 것 또한 처음이다.

연자육의 페놀성 성분 및 Tyrosinase 저해 활성 (Phenolic constituents of Nelumbinis Semen and Their Tyrosinase Inhibitory Activity)

  • 정지연;모은진;황방연;이미경
    • 생약학회지
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    • 제46권1호
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    • pp.1-5
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    • 2015
  • In the course of screening tyrosinase inhibitory activity, EtOAc-soluble fraction of Nelumbinis Semen (Seeds of Nelumbo nucifera) showed significant inhibition. Further fractionation of the EtOAc-soluble fraction resulted in 12 compounds, which were identified as 4-(hydroxymethyl)phenol (1), tyrosol (2), 4-(hydroxymethyl)benzaldehyde (3), 4-hydroxybenzoic acid (4), 4-(2-methoxyvinyl)benzene-1,2-diol (5), 2,6-dihydroxybenzoic acid (6), (2R-trans)-2,3-dihydro-3,5,7,8-tetrahydroxy-2-(4-hydroxyphenyl)-4H-1-benzopyran-4-one (7), (+)-catechin (8), elephantorrhizol (9), (+)-dehydrovomifoliol (10), (-)-boscialin (11) and uridine (12). Compounds 5 and 7 were first reported from this plant. Among the isolated compounds, compound 7 showed strong inhibition on tyrosinase activity with mixed mechanism of competitive and noncompetitive inhibition.

Superoxide Radical Scavengers from the Whole Plant of Veronica peregrina

  • Ahn, Dal-Rae;Lee, Sa-Im;Yang, Jae-Heon;Cho, Chong-Hyeon;Hwang, Yong-Hun;Park, Jong-Han;Kim, Dae-Keun
    • Natural Product Sciences
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    • 제17권2호
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    • pp.142-146
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    • 2011
  • In the course of screening for antioxidant compounds by measuring the radical scavenging effect on 1,1-diphenyl- 2-picrylhydrazyl (DPPH), a total extract from the whole plant of Veronica peregrina (Scrophulariaceae) was found to show potent antioxidant activity. Subsequent activity-guided fractionation of the methanolic extract led to the isolation of six phenolic compounds including chrysoeriol (1), diosmetin (2), 4-hydroxybenzoic acid (3), apigenin (4), caffeic acid methylester (5) and protocatechuic acid (6). Their structures were elucidated by spectroscopic studies. Compounds 1-5 were isolated for the first time from this plant. Compounds 5 and 6 showed significant antioxidative effects in DPPH free radical scavenging and superoxide quenching activity assays.

수삼의 증숙 횟수에 따른 페놀산 함량 변화와 라디칼 소거활성 (Changes of phenolic acid contents and radical scavenging activities of ginseng according to steaming times)

  • 김영찬;홍희도;노정해;조장원;이영경;임주혁
    • Journal of Ginseng Research
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    • 제31권4호
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    • pp.230-236
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    • 2007
  • 본 연구는 증숙 횟수에 따른 인삼의 총페놀 화합물 함량과 페놀산 획분의 DPPH, ABTS 라디칼 소거활성을 시험하고, 개별 페놀산 조성과 함량을 GC로 분석하였다. 총페놀 함량은 0.53-2.89%로 증숙 횟수에 비례하여 증가하였다. 결합 형태에 따른 페놀산 획분의 함량은 결합형 >에스테르형>유리형 순으로 나타났으며, 이들 세 획분의 총량 (1.03-1.41%)은 증숙횟수에 영향을 받지 않았다. 각 획분에서 salicylic, cinnamic, p-hydroxybenzoic, gentisic, vanillic, syingic, caffeic, ferolic acid가 확인되었으며, 이 중 gentisic acid와 ferulic acid 가 주된 페놀산으로 50% 이상을 차지하였다. 각 페놀산 획분은 50% 이상의 DPPH와 ABTS 라디칼 소거활성을 보였으며, 결합형태에 따른 페놀산 획분 간에는 큰 차이가 없었다. 반면 각 획분별로 증숙 횟수에 따라 라디칼 소거활성이 차이를 보였으며, 증숙 횟수가 증가할수록 라디칼 소거활성도 증가하는 경향을 보였다.

Antioxidant Compounds Isolated from the Roots of Phlomis umbrosa Turcz.

  • Nguyen, Duc Hung;Le, Duc Dat;Zhao, Bing Tian;Ma, Eun Sook;Min, Byung Sun;Woo, Mi Hee
    • Natural Product Sciences
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    • 제24권2호
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    • pp.119-124
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    • 2018
  • Two triterpenoids, arjunolic acid (1), belleric acid (2), five phenylethanoids, martynoside (3), orobanchoside (4), 3,4-dihydroxyphenethylalcohol-6-O-caffeoyl-${\beta}$-$\text\tiny{D}$-glucoside (5), leucosceptoside B (6), lunariifolioside (7), four phenolic acids, ferulic acid (8), syringic acid (9), vanillic acid (10), 4-hydroxybenzoic acid (11), and one lignan, (+)-syringaresinol-${\beta}$-$\text\tiny{D}$-glucoside (12), were isolated from the roots of P. umbrosa. All isolated compounds were explored for their antioxidant potential in the DPPH and ABTS assays. In DPPH assay, compound 5 showed high antioxidant capacity. Compounds 3, 4, 6, and 7 displayed considerable antioxidant activities. In addition, compounds 5-7 exhibited potential antioxidant capacities in the ABTS assay.

청미래덩굴 잎의 페놀성 성분 및 Tyrosinase 저해 활성 (Tyrosinase Inhibitory Phenolic Constituents of Smilax china Leaves)

  • 김상현;안종훈;정지연;김선범;조양희;황방연;이미경
    • 생약학회지
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    • 제44권3호
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    • pp.220-223
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    • 2013
  • In the course of screening tyrosinase inhibitory activity, total methanolic extract and EtOAc-soluble fraction of Smilax china leaves showed significant inhibitory activity. Further fractionation and isolation of the EtOAc-soluble fraction resulted in 12 phenolic compounds, which were identified as 4-hydroxybenzoic acid (1), 3,4-dihydroxybenzaldehyde (2), 3,4-dihydroxybenzoic acid (3), 3,4-dihydroxyacetophenone (4), 3-hydroxy-4-methoxy benzoic acid (5), trans-p-hydroxycinnamic acid (6), cis-p-hydroxycinnamic acid (7), trans-resveratrol (8), cis-resveratrol (9), dihydroresveratrol (10), moracin M (11) and kaempferol (12). Compounds 1-11 were first reported from this plant. Among the isolated compounds, compounds 2, 8, 9 and 12 showed strong inhibition on tyrosinase activity.