• 제목/요약/키워드: (E)-Cinnamic acid

검색결과 20건 처리시간 0.023초

Inhibition of Fusarium oxysporum f. sp. nicotianae Growth by Phenylpropanoid Pathway Intermediates

  • Shull, Timothy E.;Kurepa, Jasmina;Miller, Robert D.;Martinez-Ochoa, Natalia;Smalle, Jan A.
    • The Plant Pathology Journal
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    • 제36권6호
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    • pp.637-642
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    • 2020
  • Fusarium wilt in tobacco caused by the fungus Fusarium oxysporum f. sp. nicotianae is a disease-management challenge worldwide, as there are few effective and environmentally benign chemical agents for its control. This challenge results in substantial losses in both the quality and yield of tobacco products. Based on an in vitro analysis of the effects of different phenylpropanoid intermediates, we found that the early intermediates trans-cinnamic acid and para-coumaric acid effectively inhibit the mycelial growth of F. oxysporum f. sp. nicotianae strain FW316F, whereas the downstream intermediates quercetin and caffeic acid exhibit no fungicidal properties. Therefore, our in vitro screen suggests that trans-cinnamic acid and para-coumaric acid are promising chemical agents and natural lead compounds for the suppression of F. oxysporum f. sp. nicotianae growth.

Rhodotorula glutinis의 L-Phenylalanine Ammonia-Lyase의 역반응을 이용한 L-Phenylalanine 생성 (Reverse Reaction of L-Phenylalanine Ammonia-Lyase derived from Rhodotorula glutinis for the Production of L-Phenylalanine)

  • Kang, Bong-Kyung;Park, Jin-Young;Kiomin Chung
    • 한국미생물·생명공학회지
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    • 제15권2호
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    • pp.80-83
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    • 1987
  • Rhodotorula glutinis IFO 0559에서 유래하는 L-phenylalanine ammonia lyase(EC 4. 3. 1. 5)를 이용하거나, 유도된 세포자체를 이용하여 trans-cinnamic acid로부터 L-phenylalanine을 생합성할 때 극단적인 반응액이 미치는 효소 및 세포의 안정성에 대하여 조사하였다. 그리고 안정제를 첨가한 60%의 glycerol은 효소의 안정화에 효과를 보였으며 trans-cinnamic acid에서 L-phenylalanine으로의 전이율은 80%까지 되었다. 이에 아울러 전이율을 보다 신속하고 정확히 측정할 수 있는 wavelength scanning 방법을 개발하였다.

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Cinnamic acid 유도체들의 SOS 반응을 지표로한 항돌연변이 효과에 관한 연구

  • 류재천;김승희;홍연탁;허문영
    • 한국응용약물학회:학술대회논문집
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    • 한국응용약물학회 1993년도 제2회 신약개발 연구발표회 초록집
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    • pp.174-174
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    • 1993
  • 목적: Cinnamic acid의 유도체들중에서 항돌연변이 효과가 보고된 바 있어, 본 연구에서는 E. coil PQ37균주를 사용한 SOS chromotest를 이용하여 약 170개 cinnamic acid의 유도체들의 항돌연변이 효과를 확인하고자 하였고, 1차로 확인된 수종의 유도체들에 대한 결과를 보고하고자 한다. 방법: SOS chromotest는 sul A:: lacz fusion strain 인 E. coli PQ37 에서의 chemical로 인한 DNA damage에 대한 SOS response를 $\beta$-galactosidase enzyme activity level로서 측정하는 실험이며, m-RNA 또는 protein synthesis에 대한 test chemicals의 cytotoxic저해효과를 알아보기 위하여 alkaline phosphatase를 병행측정하여 보완하였다. 결과 및 고찰: (-)S-9 경우는 4-nitroquinoline 1-oxide(4-NQO)를 유도물질로 하였으며 대략 Induction factor가 9.7 정도였고, (+)S-9의 경우는 aflatoxinB$_1$을 유도물질로 하였고 이때의 Induction factor는 13.8 정도였다. 이결과 1차로 test된 cinnamic acid유도체 6개중에서 RK001, RK002, RK003, RK004, RK005는 거의 항돌연변이 효과를 나타내지 않았으나, RK006은 항돌연변이 효과를 보여주어 이들의 Structure-Activity Relationship (SAR) 및 Dose-response와 RK006의 항돌연변이 효과의 mechanism에 관해 M13 mp2 viral DNA의 유전자 염기서열을 이용하여 항돌연변이 기전연구를 수행중이다.

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$TiO_2$-Mediated Photoreactions of Cinnamic Acid and Related Compounds in Methanol

  • Kim, Sung-Sik;Kim, Hyun-Jin;Lee, Hye-Jong;Park, Sang-Kyu
    • Journal of Photoscience
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    • 제10권2호
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    • pp.181-184
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    • 2003
  • Photochemical reactions of some organic molecules on titanium dioxide were investigated in methanol. A methanolic solution of trans-cinnamic acid and titanium dioxide was irradiated with 300 nm UV lamps for 24 h to afford methyl cinnamate. In the case of trans-cinnamamide, the major product was found to be 3-phenylpropionamide, i.e., a saturation product of ethylenic double bond. However, irradiation of urocanic acid, caffeic acid, ethyl cinnamate, trans-chalcone, trans-cinnamonitrile, trans-stilbene or trans, trans-1,4-diphenyl-1,3-butadiene on titanium dioxide under the same conditions did not give any noticeable products. Meanwhile, when irradiated some aromatic aldehydes, such as trans-cinnamaldehyde, l-naphthaldehyde, and 2-naphthaldehyde in methanol, vicinal diols and alcohols derived from the diols were produced. On the other hand, irradiation of 9-anthraldehyde and titanium dioxide in methanol afforded only alcohols, in which diol was not observed.

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Preparation of Fully Substituted 1,3,4-Oxadiazole Derivatives from N-Isocyaniminotriphenylphosphorane, (E)-Cinnamic Acids, Chloroacetone and Primary Amines

  • Ramazani, Ali;Nasrabadi, Fatemeh Zeinali;Karimi, Zahra;Rouhani, Morteza
    • Bulletin of the Korean Chemical Society
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    • 제32권8호
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    • pp.2700-2704
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    • 2011
  • The 1:1 imine intermediate generated by the addition of primary amine to chloroacetone is trapped by N-isocyaniminotriphenylphosphorane in the presence of (E)-cinnamic acids and the corresponding iminophosphorane intermediate was formed. Disubstituted 1,3,4-oxadiazole derivatives are formed via intramolecular aza-Wittig reaction of the iminophosphorane intermediate. The reactions were completed in neutral conditions at room temperature. The disubstituted 1,3,4-oxadiazole derivatives were produced in excellent yields.

Potential of Epicoccum purpurascens Strain 5615 AUMC as a Biocontrol Agent of Pythium irregulare Root Rot in Three Leguminous Plants

  • Koutb, Mostafa;Ali, Esam H.
    • Mycobiology
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    • 제38권4호
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    • pp.286-294
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    • 2010
  • Epicoccum purpurascens stain 5615 AUMC was investigated for its biocontrol activity against root rot disease caused by Pythium irregulare. E. purpurascens greenhouse pathogenicity tests using three leguminous plants indicated that the fungus was nonpathogenic under the test conditions. The germination rate of the three species of legume seeds treated with a E. purpurascens homogenate increased significantly compared with the seeds infested with P. irregulare. No root rot symptoms were observed on seeds treated with E. purpurascens, and seedlings appeared more vigorous when compared with the non-treated control. A significant increase in seedling growth parameters (seedling length and fresh and dry weights) was observed in seedlings treated with E. purpurascens compared to pathogen-treated seedlings. Pre-treating the seeds with the bioagent fungus was more efficient for protecting seeds against the root rot disease caused by P. irregulare than waiting for disease dispersal before intervention. To determine whether E. purpurascens produced known anti-fungal compounds, an acetone extract of the fungus was analyzed by gas chromatography mass spectrometry. The extract revealed a high percentage of the cinnamic acid derivative (trimethylsiloxy) cinnamic acid methyl ester. The E. purpurascens isolate grew more rapidly than the P. irregulare pathogen in a dual culture on potato dextrose agar nutrient medium, although the two fungi grew similarly when cultured separately. This result may indicate antagonism via antibiosis or competition.

서양등골나물의 환경적응력 : 중금속 축적과 Phenolic Compounds의 관계 (Environmental Adaptability of Eupatorium rugosum : Relationship between Accumulation of Heavy Metals and Phenolic Compounds)

  • 김용옥;박종야;이호준
    • The Korean Journal of Ecology
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    • 제26권1호
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    • pp.5-12
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    • 2003
  • 서양등골나물의 잎 추출액을 미국자리공을 비롯한 5종의 식물에 처리하여 종자발아와 유식물생장을 조사하였고, total phenolic compounds와 중금속 이온을 서양등골나물의 분포에 따라 잎과 토양에서 분석하였다. 서양등골나물의 잎 추출액에 의한 미국자리공의 초기생장은 10%와 25%농도에서 촉진되었고, 토양 추출액의 total phenolic compounds는 잎 추출액의 total phenolic compound 보다 낮았다. 토양의 total phenolic compounds는 대조구와 10%, 25% 농도로 처리된 토양에서 유의한 차이가 없었으며 자연상태에서 잎 추출액 25%가 threshold 농도임을 확인하였다. 서양등골나물의 total phenolic compounds는 신갈나무림 임상에서 1.66 mg/1, 임연에서는 1.09 mg/l로 조사되었으므로 상부식생에 따른 total phenolic compounds는 유의한 차이를 보였으나, 각 토양에서는 상부식생에 따라 total phenolic compounds간에 유의한 차이를 보이지 않았다. 서양등골나 물의 잎 추출액 처리시 애기수영과 강아지풀의 발아율은 50% 이상의 농도에서 현저히 억제되었으나, 차풀의 발아율은 추출액의 농도에 따라 차이가 없었다. 유묘와 유근생장은 귀화종 그룹보다 자생종 그룹이 2배 이상 억제되었으며, 특히 서양등골나물의 추출액 농도 10%와 25%가 처리된 서양등골나물의 종자발아와 건중량은 대조구보다 촉진되었다. 서양등골나물의 phenolic compounds를 HPLC로 분석한 결과 caffeic acid (460.9 mg/1), benzoic acid (109.7 mg/l), protocatechuic acid (7.3 mg/l), ρ-hydroquinone (6.0 mg/l), cinnamic acid (2.7 mg/l), hydroquinone (0.23 mg/1) 순으로 분석되었다. 분석된 서양등골나물의 phenolic compounds 각각에 대한 미국자리공의 발아율은 caffeic acid (460.9 mg/l)치 농도가 높을지라도 이것이 낮은 cinnamic acid와 protocatechuic acid에서 현저한 억제현상을 보였다. 서양등골나물 임상의 토양보다 서양등골나물이 분포하지 않는 토양의 중금속 함량이 전반적으로 높았다. 특히 Al, Fe 및 Mn의 함량이 높았으며 이들 중금속은 total phenolic compound 함량이 높은 잎에 대부분이 축적되었다.

Inhibitory Action of Cinnamic Acid Derivatives on Heterologous Passive Cutaneous Anaphylaxis

  • Lee, Ji-Yun;Kim, Youn-Joung;Yoon, Mi-Yun;Sim, Sang-Soo;Kim, Chang-Jong
    • 대한약학회:학술대회논문집
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    • 대한약학회 2003년도 Proceedings of the Convention of the Pharmaceutical Society of Korea Vol.1
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    • pp.195.2-196
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    • 2003
  • Cinnamic acid derivatives (CAD) originating from medicinal plants have some biological activity. In this study. effect of CAD on heterologous passive cutaneous anaphylaxis (PCA) were studied by the method of Levine and Vaz(1970). Anti-serum was prepared from OA-sensitized male Balb/c mouse at two weeks after the last challenge of ovalbumin (OA) and alumina gel, and these serum diluted with HEPES buffer by means of the heterologous PCA titer, i.e. the highest dilution inducing PCA in rats. (omitted)

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Molecular characterization of Japanese indigenous grape cultivar 'Koshu' (Vitis vinifera) leaf and berry skin during grape development

  • Kobayashi, Hironori;Fujita, Keiko;Suzuki, Shunji;Takayanagi, Tsutomu
    • Plant Biotechnology Reports
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    • 제3권3호
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    • pp.225-241
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    • 2009
  • We investigated the transcriptional profiles of Japanese indigenous grape cultivar 'Koshu' (Vitis vinifera) leaf and berry skin during ripening. In leaf, 64 genes were abundantly transcribed at the end of $v{\acute{e}}raison$ (14 weeks post-flowering), whereas the expression of 61 genes was upregulated at the end of ripening (20 weeks post-flowering). In berry skin, 67 genes were abundantly transcribed at the end of $v{\acute{e}}raison$, whereas the expression of 86 genes was upregulated at the end of ripening. Gene expression associated with biological processes was activated in both tissues at the end of ripening. The expression of genes associated with photosynthesis, sugar synthesis, anthocyanin synthesis, cinnamic acid synthesis, and amino acid metabolism was observed in leaf and berry skin during ripening, together with the accumulation of sugars, anthocyanins, cinnamic acids, and amino acids. Transcripts of AUX/IAA family proteins that repress the activities of auxin-induced proteins were expressed in berry skin at the end of $v{\acute{e}}raison$. Transcripts of genes related to the ubiquitin-proteasome system that degrades AUX/IAA family proteins were abundantly expressed in berry skin at the end of ripening, suggesting that the expansion of skin cells at $v{\acute{e}}raison$ is suppressed by AUX/IAA family proteins, and that the ubiquitin-proteasome system induces the expansion of skin cells during ripening by degrading AUX/IAA family proteins. These transcriptional profiles, which provide new information on the characteristics of 'Koshu' grapevine during ripening, may explain the unique characteristics of 'Koshu' grape in comparison with those of European grapes used for winemaking, and may contribute to the improvement of 'Koshu' grape quality.