• 제목/요약/키워드: Indole synthesis

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1N-알킬-2-아미노-3-에톡시카르보닐-피리디노 [2,3-f]인돌-4,9-디온 유도체의 합성 (I) (Synthesis of 1N-alkyl-2-amino-3-ethoxycarbonyl-pyridino [2,3-f]indole-4,9-dione derivatives (I))

  • 서명은;신성희
    • 약학회지
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    • 제41권5호
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    • pp.575-581
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    • 1997
  • The 6,7-dichlorquinoline-5,8-dione was reacted with ${alpha}$-cyanoacetic acid ethyl ester in ammonia solution to yield 6-(${alpha}$-cyano-${alpha}$-ethoxycarbonyhnethyl)-7-chloroquinoline- 5,8-dione (compound I). When this compound was reacted with some alkyl amines (methylamine, ethylamine, isopropylamine, etc) 2-amino-3-ethoxycarbonyl-N-alkyl-pyridino[2,3-f]indole-4,9-diones (compounds II a-e) were obtained.

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Biofilm Formation and Indole-3-Acetic Acid Production by Two Rhizospheric Unicellular Cyanobacteria

  • Ahmed, Mehboob;Stal, Lucas J.;Hasnain, Shahida
    • Journal of Microbiology and Biotechnology
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    • 제24권8호
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    • pp.1015-1025
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    • 2014
  • Microorganisms that live in the rhizosphere play a pivotal role in the functioning and maintenance of soil ecosystems. The study of rhizospheric cyanobacteria has been hampered by the difficulty to culture and maintain them in the laboratory. The present work investigated the production of the plant hormone indole-3-acetic acid (IAA) and the potential of biofilm formation on the rhizoplane of pea plants by two cyanobacterial strains, isolated from rice rhizosphere. The unicellular cyanobacteria Chroococcidiopsis sp. MMG-5 and Synechocystis sp. MMG-8 that were isolated from a rice rhizosphere, were investigated. Production of IAA by Chroococcidiopsis sp. MMG-5 and Synechocystis sp. MMG-8 was measured under experimental conditions (pH and light). The bioactivity of the cyanobacterial auxin was demonstrated through the alteration of the rooting pattern of Pisum sativum seedlings. The increase in the concentration of L-tryptophan and the time that this amino acid was present in the medium resulted in a significant enhancement of the synthesis of IAA (r > 0.900 at p = 0.01). There was also a significant correlation between the concentration of IAA in the supernatant of the cyanobacteria cultures and the root length and number of the pea seedlings. Observations made by confocal laser scanning microscopy revealed the presence of cyanobacteria on the surface of the roots and also provided evidence for the penetration of the cyanobacteria in the endorhizosphere. We show that the synthesis of IAA by Chroococcidiopsis sp. MMG-5 and Synechocystis sp. MMG-8 occurs under different environmental conditions and that the auxin is important for the development of the seedling roots and for establishing an intimate symbiosis between cyanobacteria and host plants.

Synthesis of Novel Hemicyanine Dyes for Color Compensating Film in Plasma Display Panels

  • Kim, Bo Hyung;Park, Se Woong;Lee, Donghyun;Kwon, Il Keun;Kim, Jae Pil
    • Bulletin of the Korean Chemical Society
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    • 제35권8호
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    • pp.2453-2459
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    • 2014
  • Five novel cyanine dyes containing julolidine and indole moieties were synthesized. Several color compensating films for plasma display panels (PDP) were prepared using these dyes. The spectroscopic and physicochemical properties of the synthesized dyes in both solution and film state were evaluated. For each color compensating film, the optimum ratio of dye to binder was determined on the basis of transmittance, half band width, and photo-stability of the color compensating film. The five synthesized dyes showed sharp absorption peaks near 590 nm (orange light) and had molar extinction coefficients above $1{\times}10^5M^{-1}cm^{-1}$. The melting point of the dyes was above $200^{\circ}C$ and photo-stability of the color compensating films was improved by introducing substituents at the 5th position on the indole derivatives.

Plant Growth-Promoting Trait of Rhizobacteria Isolated from Soil Contaminated with Petroleum and Heavy Metals

  • Koo, So-Yeon;Hong, Sun-Hwa;Ryu, Hee-Wook;Cho, Kyung-Suk
    • Journal of Microbiology and Biotechnology
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    • 제20권3호
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    • pp.587-593
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    • 2010
  • Three hundred and seventy-four rhizobacteria were isolated from the rhizosphere soil (RS) or rhizoplane (RP) of Echinochloa crus-galli, Carex leiorhyncha, Commelina communis, Persicaria lapathifolia, Carex kobomugi, and Equisetum arvense, grown in contaminated soil with petroleum and heavy metals. The isolates were screened for plant growth-promoting trait (PGPT), including indole acetic acid (IAA) productivity, 1-aminocyclopropane-1-carboxylic acid (ACC) deaminase activity, and siderophore(s) synthesis ability. IAA production was detected in 86 isolates (23.0%), ACC deaminase activity in 168 isolates (44.9%), and siderophore(s) synthesis in 213 isolates (57.0%). Among the rhizobacteria showing PGPT, 162 isolates had multiple traits showing more than two types of PGPT. The PGPT-possesing rhizobacteria were more abundant in the RP (82%) samples than the RS (75%). There was a negative correlation (-0.656, p<0.05) between the IAA producers and the ACC deaminase producers. Clustering analysis by principal component analysis showed that RP was the most important factor influencing the ecological distribution and physiological characterization of PGPT-possesing rhizobacteria.

근권에서 분리한 세균의 IAA 생합성 경로와 IAA 생성능과의 관계 (Interactions between Biosynthetic Pathway and Productivity of IAA in Some Rhizobacteria)

  • 김운진;송홍규
    • 미생물학회지
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    • 제48권1호
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    • pp.1-7
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    • 2012
  • 대표적인 식물호르몬인 indole-acetic acid (IAA)를 생성하는 근권세균에서 IAA 생합성 경로와 생성량과의 관계를 파악하기 위해 IAA 생성능이 크게 다른 4개 균주를 선발하고 동정하였다. 특정 경로를 이용한 IAA 생합성능의 조사를 위해 주요 전구물질을 첨가하여 IAA 생성량을 측정하였다. Tryptophan 의존적 경로에 의한 총 IAA 생성량은 Acinetobacter guillouiae SW5가 1.66 mg/ml로 가장 높았으며, indole acetamide (IAM)를 배지에 첨가했을 때 amidase의 활성은 분리균주 중 Rhodococcus equi SW9이 가장 높았다. IAA 생합성을 위한 또 다른 두 가지 경로의 전구물질인 indole acetonitrile (IAN)을 첨가하였을 때 IAA 생합성은 A. guillouiae SW5가 가장 높았으며, 이 때 nitrilase 보다는 nitrile hydratase의 활성이 높았다. 그러나 두 경로 중 IAN을 직접 IAA로 전환시키는 nitrilase의 활성은 Bacillus thuringiensis SW17이 균주들 중 가장 높았다. B. thuringiensis SW17은 4균주 중 IAA생합성능이 가장 낮았으며 tryptophan을 이용하여 생합성하는 IAA 중 상당량을 IAM을 거치는 경로를 통해 생성한다. Lysinibacillus fusiformis SW13은 IAA 생합성에 관여하는 nitrile 전환경로들을 비교적 고르게 이용하여 IAA를 생성하였다. Tryptophan 비의존적 경로를 통한 IAA 생합성은 A. guillouiae SW5에서만 소량 관찰되었다.

Synthesis and Antiviral Activity of 3-Aminoindole Nucleosides of 2-Acetamido-2-deoxy-D-glucose

  • Abdel-Rahman, Adel A.H.;El-Latif, Mona M. Abd;El-Essawy, Farag A.;Barakat, Yousif A.
    • Bulletin of the Korean Chemical Society
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    • 제33권10호
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    • pp.3417-3422
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    • 2012
  • A new method for the construction of 3-aminoindole nucleosides of 2-acetamido-2-deoxy-D-glucose based is presented. Nitration and acetylation of the indole nucleosides by acetic anhydride-nitric acid mixture followed by reduction using silver catalyst (SNSM) impregnated on silica gel, afforded the corresponding amino indole nucleosides. The nucleosides were tested for antiviral activity against hepatitis B virus (HBV) to show different degrees of antiviral activities or inhibitory actions.

유레아 및 티오유레아 유도체의 합성과 활성화된 대식세포의 NO 생성 저해효과 (Synthesis of Urea and Thiourea Derivatives and Their Inhibitory Activities of NO Production by Activated Macrophages)

  • 김윤정;천예진;임효진;류재하;전라옥
    • 약학회지
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    • 제51권4호
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    • pp.246-252
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    • 2007
  • Several ureas and thioureas were designed and synthesized and their inhibitory activities of NO production in lipopolysaccharide-activated macrophages were evaluated. Among these compounds, indole-containing thiourea 6e was the most potent showing 17.4 ${\mu}M$ of $IC_{50}$ value.

Synthesis and Characterization of New Dihydroindolo[3,2-b]indole and 5,6-Bis(octyloxy)-4,7-di(thiophen-2-yl)benzo[c][1,2,5]thiadiazole-Based Polymer for Bulk Heterojunction Polymer Solar Cells

  • Kranthiraja, Kakaraparthi;Gunasekar, Kumarasamy;Song, Myungkwan;Gal, Yeong-Soon;Lee, Jae Wook;Jin, Sung-Ho
    • Bulletin of the Korean Chemical Society
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    • 제35권5호
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    • pp.1485-1490
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    • 2014
  • We have designed and developed a new ladder type tetrafused ${\pi}$-conjugated building block such as dihydroindolo[3,2-b]indole (DINI) and investigated its role as an electron rich unit. The photovoltaic properties of a new semiconducting ${\pi}$-conjugated polymer, poly[[5,10-bisoctyl-5,10-dihydroindolo[3,2-b]indole-[5,6- bis(octyloxy)-4,7-di(thiophen-2-yl)benzo[c][1,2,5]thiadiazole]], represented by PDINI-OBTC8 are described. The new polymer PDINI-OBTC8 was synthesized in donor-acceptor (D-A) fashion, where fused ${\pi}$-conjugated tetracyclic DINI, and 5,6-bis(octyloxy)-4,7-di(thiophen-2-yl) benzo[c][1,2,5]thiadiazole (OBTC8) were employed as electron rich (donor) and electron deficient (acceptor) moieties, respectively. The conventional bulk heterojunction (BHJ) device structure ITO/PEDOT:PSS/PDINI-OBTC8:PCB71M/LiF/Al was utilized to fabricate polymer solar cells (PSCs), which comprises the blend of PDINI-OBTC8 and [6,6]-phenyl-$C_{71}$-butyric acid methyl ester ($PC_{71}BM$) in BHJ network. A BHJ PSC that contain PDINI-OBTC8 delivered power conversion efficiency (PCE) value of 1.68% with 1 vol% of 1,8-diidooctane (DIO) under the illumination of A.M 1.5G 100 $mW/cm^2$.