• 제목/요약/키워드: T&O Compounds

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High-Throughput Active Compound Discovery using Correlations between Activity and Mass Profiles

  • Park, Kyu-Hwan;Yoon, Kyo-Joong;Kwon, Kyung-Hoon;Kim, Hyun-Sik
    • Mass Spectrometry Letters
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    • 제1권1호
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    • pp.13-16
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    • 2010
  • The active components in a plant extract can be represented as mass profiles. We introduce here a new, multi-compound discovery method known as Scaling of Correlations between Activity and Mass Profiles (SCAMP). In this method, a correlation coefficient is used to quantify similarities between the extract activity and mass profiles. The method was evaluated by first measuring the anti-oxidation activity of eleven fractions of an Astragali Radix extract using DPPH assays. Next, 15 T Fouriertransform ion cyclotron resonance (FT-ICR) MS was employed to generate mass profiles of the eleven fractions. A comparison of correlation coefficients indicated two compounds at m/z 285.076 and 286.076 that were strong antioxidants. Principal component analyses of these profiles yielded the same result. FT-ICR MS, which offers a mass resolving power of 500,000, was used to discern isotopic fine structures and indicated that the molecular formula corresponding to the peak at m/z 285.076 was $C_{16}H_{13}O_5$. SCAMP in combination with high-resolution MS can be applied to any type of mixture to study pharmacological activity and is a powerful tool for active compound discovery in plant extract studies.

고급 지방산 N-아실 콜라겐 유도체의 합성 및 계면활성 (Synthesis and Surface Active Properties of Long Chain N-Acyl Collagen Derivatives)

  • 김태영;남기대;남상인;안정호;이진희
    • 한국응용과학기술학회지
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    • 제10권2호
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    • pp.81-90
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    • 1993
  • The Surfactants composed of acylated aterocollagen which is produced by the acylation of the side chain amino radicals of aterocollagen with an aliphatic acid having 12 to 18 carbon atoms will be discussed in this study. This condensation is done at moderate reaction temperature (<$25^{\circ}C$) in aqueous alkaline solution. The products of this reaction were identified by UV/VIS spectroscopy and infrared spectroscopy. For these compounds, surface active properties and physical properties including isoelectric point, Krafft point, surface tension, critical micelle concentration(cmc), foaming power, viscosity behaviour, water holding capacity, skin irritation and emulsifying power were measured respectively. The experimental results received that the products have a good emulsifying power, excellent water holding capacity while having low skin irritation. Thus, these derivatives will be expected to be used as an emulsifying agent for O/W type cosmetic emulsion.

Flavestin K, An Isoprenylated Stilbene from the Leaves of Macaranga recurvata Gage

  • Tjahjandarie, Tjitjik Srie;Tanjung, Mulyadi;Saputri, Ratih Dewi;Nadar, Puja Bintu;Aldin, Muhammad Fajar;Marliana, Eva;Permadi, Anton
    • Natural Product Sciences
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    • 제25권3호
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    • pp.244-247
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    • 2019
  • A new isoprenylated stilbene, flavestinK (1) together with two known isoprenylated stilbenes, flavestin B (2), flavestin G (3), and two isoprenilated flavanones, 4-O-methyl-8-isoprenylnaringenin (4) and 8-isoprenyl-5,7-dihydroxyflavanone (5) were isolated from the leaves of Macaranga recurvata Gage. All of the structures have been determined based on HRESIMS, 1D and 2D NMR spectral data. All of the isolated compounds were evaluated for their cytotoxicity against three human cancer cells (HeLa, T47D and WiDr). Compound 1 showed higher activity than doxorubicin against HeLa cells with $IC_{50}$ value of $13.1{\mu}g/mL$.

Cubic형과 Colloid형 탄산칼슘 합성에서의 입경제어 연구 (Controlling Factors of Particle Size Distribution during Formation of Cubic and Colloidal Calcium Carbonate Compounds)

  • Ahn, Ji-Whan;Park, Chan-Hoon
    • 자원리싸이클링
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    • 제5권3호
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    • pp.65-72
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    • 1996
  • 탄산칼슘과 고분자 재료가 배합되면 서로의 계면에 대한 친화성이 결여되어 분산성이 저하하기 때문에 이를 위해 탄산칼슘을 표면처리를 하지만 이는 분체자신의 표면에너지를 저하시키는 역효과의 가능성도 있다. 따라서 표면처리를 하지 않아도 미세한 1차 입자의 상태로 유지하는 초미립체(입경 0.02~0.09$mu extrm{m}$) 입자의 콜로이드형 탄산칼슘 합성에 대한 기술이 절실히 요구되나 합성시 목적입도가 평균입도 범주에 속하고 또 그 분포가 좁아야 함이 핵심요소기술이 되는데 입경제어에 대한 인자 규명 및 최적 조건의 항구적인 합성조건에 대한 연구가 전혀 수행되지 못한 형편이다. 이에 본 연구에서는 수산화칼슘 현탁액에 탄산가스를 접촉시키는 기-액접촉방식의 CMSMPR(Continuous Mixed Suspension Mixed Product Removal)법을 이용하여 콜로이드형 탄산칼슘 합성을 목적으로 입방형 탄산칼슘과 함께 제어함으로 두 종류의 침강성 탄산캄슘을 최적 합성화 할 수 있었다. 수산화칼슘 현탁액 제조는$ 1100^{\circ}C$에서 수산화칼슘을 2시간 소성을 시켜 제조한 산화칼슘을 증류수에 600rpm으로 30분간 수화시킨 반응현탁액 2ι를 반응온도 $15^{\circ}C$와 반응교반속도 600rpm, 탄산가스 주입속도 1ι/min으로 모든 조건을 고정시키고 현탁액에 대한 산화칼슘의 농도변화만으로 입방형(0.2~0.9$\mu\textrm{m}$)과 콜로이드형($0.02~0.09\mu\textrm{m}$)을 합성하였고 이에 대한 반응현탁액의 농도 최적조건이 각각 5wt%와 2.5wt%임을 확인하였다. 결국 입경제어의 주요 인자가 현탁액의 농도임을 알았고 합성한 탄산칼슘은 Zeta sizer를 통해 측정하여 평균입도가 입방형은 223.4nm(0.223$\mu\textrm{m}$)와 콜로이드형 93.6nm(0.093$\mu\textrm{m}$)임을 확인하여 $H_2O$ 반응계에서 안정적인 균일입도제어를 할 수 있었다.

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Merrifield-Type Diaminatedpolystyrene-Cu (II) 불균일 촉매에 의한 Sarin과 Soman 분해반응 연구 (A Study on the Hydrolysis of Sarin and Soman by Merrifield-Type Diaminatedpolystyrene-Cu (II) Heterogeneous Polymers)

  • 정우영;계영식
    • 한국군사과학기술학회지
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    • 제3권1호
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    • pp.164-175
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    • 2000
  • Three compounds of Cu(II)-loaded N,N,N'-trimethylethylenediaminated Merrifield-type polymers were synthesized with yields higher than 80%, and the hydrolysis reaction rates of O-isopropylmethyl-phosphonofluoridate(GB) and O-pinacolylmethylphosphonofluoridate (GD) catalyzed by them have been surveyed. GB and GD hydrolysis by Cu(II)-loaded polymers occurs via intermediate complex mechanism where rapid equilibrium to form intermediate complex between substrate and Cu(II)-loaded polymers($K_f$) is followed by rate determining hydrolysis step($k_1$). The measured activation parameters for $k_1$ are ${\Delta}H^{\ddag}$ : $17.75{\pm}0.98kJ/mol$ ${\Delta}S^{\ddag}$ / : $-218.42{\pm}3.35J/mol$ K, $E^{\circ}_a$ : $20.22{\pm}0.98kJ/mo1$ for GB and ${\Delta}H^{\ddag}$ / : $11.16{\pm}1.15kJ/mol,$${\Delta}S^{\ddag}$ /: $-258.57{\pm}3.93J/mol$ K, $E^{\circ}_a$ : $13.64{\pm}1.15 kJ/mol$ for GD. Standard enthalpy/entropy changes corresponding to the intermediate complex formation constant $K_f$ are ${\Delta}H^{\circ}$ : $37.05{\pm}2.19 kJ/mo1,$$ {\Delta}S^{\circ}$ : $163.12{\pm}7.49 J/mol$ K and ${\Delta}H^{\circ}$ : 418.59{\pm}2.04 kJ/mol,$ ${\Delta}S^{\circ}$ : 4111.92{\pm}6.98 J/mol$ K for GB and GD, respectively, The electron push-pull mechanism by Cu(II)-loaded polymers lowers the P-F bond breaking energy(~400 kJ/mol) to less than 1/20 compared to the case in which no Cu(II)-loaded resin presents. Analysis of $K_f$ and 4k_1$ over pH=6.5~8.0 range suggest that the GB and GD hydrolysis occurs intramolecularily with $pK_a$ =7.29 for ligated $H_2O$ and $t_{1/2}$=36.9 sec, $pK_a$ = 7.06 and $t_{1/2}$=177.7 sec for GB and GD, respectively.

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배양재료와 품종이 수선의 기내배양시 부정아 형성에 미치는 영향 (Effect of Explant and Cultivars on the Adventitious Shoot Differentiation by Invitro Culture of Narcissus)

  • 정향영;한봉희
    • 식물조직배양학회지
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    • 제24권2호
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    • pp.103-106
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    • 1997
  • 수선의 기내대량 번식방법을 확립시키기 위해 배양재료별 증식능력과 품종별 적정 생장조절제 농도 및 분화능력을 구명하고 아울러 배양재료간의 무기성분을 분석하였다. 배양재료별로는 화경에 기저부를 부착한 것이 자구형성율이 75%로 가장 높았고 기내에서의 자구생육도 양호하였다. 품종간에는 'Dutch Master'와 'Golden Harvest'가 증식력이 가장 높았고 'Dutch Master'는 BA 5 mg/L + NAA 2.5 mg/L 'Golden Harvest'는 BA 5mg/L + NAA 1 mg/L을 첨가한 배지에서 자구증식능력이 가장 좋았다. 배양재료별 무기성분은 화경의 백색부위가 P$_2$O$_{5}$ 1.18 mg/L, K 8.71 me, Ca 2.57 me, Mg 0.94 me, T-N 3.20 mg/L으로 다른 부위에 비해 고루 많은 양을 함유하고 있었으며 Ca, Mg은 엽과 화경의 황색부위에 많이 함유되어 있었고 인편은 저농도의 무기성 분을 함유하고 있었다.

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담배향료로 쓰이는 코코아분말의 열분해 생성물에 관한 연구 (STUDY OF VOLATILE COMPONENTS IN THE PYROLYZATES OF COCOA POWDER TOBACCO PRODUCTS FLAVORANT)

  • 박준영;김옥찬;나도영;장희진;김용태
    • 한국연초학회지
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    • 제12권2호
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    • pp.67-75
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    • 1990
  • 담배향료로 사용하는 코코아 분말을 Cigarette smoking condition인 distillation-pyrolysis zone과 high temperature zone중에서 4개의 온도 35$0^{\circ}C$, 55$0^{\circ}C$, $650^{\circ}C$, 85$0^{\circ}C$를 선택하여 열분해 장치를 이용하여 열분해하였고, 열분해생성물은 CS2 trap과 charcoal tube로 포집하여 GC/MS분석에 이용하였다. 분석 결과 $650^{\circ}C$에서 열분해가 가장 잘 이루어졌고 수율 역시 가장 높았다. 열분해의 주요 성분은 주로 hydrocarboil과 phenolic화합물이 90%이상을 차지하였고 그 외에 소량의 aldehyde, ketone, pyrazine도 검출되었다. 열분해 온도에 따라서 성분의 변화를 보면 decane, styrene, tridecane, m-cresol,4-ethylphenol등은 증가하였고, hexadecane, tetradecane등은 감소하였다. 또 o-cresol, 2-ethylphenol등은 함량변화가 거의 없었다.

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Fingerprint of Carcinogenic Semi-Volatile Organic Compounds (SVOCs) during Bonfire Night

  • Pongpiachan, Siwatt
    • Asian Pacific Journal of Cancer Prevention
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    • 제14권5호
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    • pp.3243-3254
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    • 2013
  • It is well known that increased incidences of lung, skin, and bladder cancers are associated with occupational exposure to PAHs. Animal studies show that certain PAHs also can affect the hematopoietic and immune systems and can produce reproductive, neurologic, and developmental effects. As a consequence, several studies have been attempted to investigate the fate of PAHs in atmospheric environment during the past decades. However, there is still a lack of information in regard to the atmospheric concentration of PAHs during the "Bon Fire Night". In this study, twenty-three polycyclic aromatic hydrocarbons and twenty-eight aliphatics were identified and quantified in the $PM_{10}$ and vapour range in Birmingham ($27^{th}$ November 2001-$19^{th}$ January 2004). The measured concentrations of total particulate and vapour (P+V) PAHs were consistently higher at the BROS in both winter and summer. Arithmetic mean total (P+V) PAH concentrations were $51.04{\pm}47.62$ ng $m^{-3}$ and $22.30{\pm}19.18$ ng $m^{-3}$ at the Bristol Road Observatory Site (BROS) and Elms Road Observatory Site (EROS) respectively. In addition arithmetic mean total (P+V) B[a]P concentrations at the BROS were $0.47{\pm}0.39$ ng $m^{-3}$ which exceeded the EPAQS air quality standard of 0.25 ng $m^{-3}$. On the other hand, the arithmetic mean total (P+V) aliphatics were $81.80{\pm}69.58$ ng $m^{-3}$ and $48.00{\pm}35.38$ ng $m^{-3}$ at the BROS and EROS in that order. The lowest average of CPI and $C_{max}$ measured at the BROS supports the idea of traffic emissions being a principle source of SVOCs in an urban atmosphere. The annual trend of PAHs was investigated by using an independent t-test and oneway independent ANOVA analysis. Generally, there is no evidence of a significant decline of heavier MW PAHs from the two data sets, with only Ac, Fl, Ph, An, 2-MePh, 1+9-MePh, Fluo and B[b+j+k]F showing a statistically significant decline (p<0.05). A further attempt for statistical analysis had been conducted by dividing the data set into three groups (i.e. 2000, 2001-2002 and 2003-2004). For lighter MW compounds a significant level of decline was observed by using one-way independent ANOVA analysis. Since the annual mean of $O_3$ measured in Birmingham City Centre from 2001 to 2004 increased significantly (p<0.05), it may be possible to attribute the annul reduction of more volatile PAHs to the enhanced level of annual average $O_3$. By contrast, the heavier MW PAHs measured at the BROS did not show any significant annual reduction, implying the difficulties of 5- and 6-ring PAHs to be subject to photochemical decomposition. The deviation of SVOCs profile measured at the EROS was visually confirmed during the "Bonfire Night" festival closest to the $6^{th}$ November 2003. In this study, the atmospheric PAH concentrations were generally elevated on this day with concentrations of Fl, Ac, B[a]A, B[b+j+k]F, Ind and B[g,h,i]P being particularly high.

Sesquiterpenoids Bioconversion Analysis by Wood Rot Fungi

  • Lee, Su-Yeon;Ryu, Sun-Hwa;Choi, In-Gyu;Kim, Myungkil
    • 한국균학회소식:학술대회논문집
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    • 한국균학회 2016년도 춘계학술대회 및 임시총회
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    • pp.19-20
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    • 2016
  • Sesquiterpenoids are defined as $C_{15}$ compounds derived from farnesyl pyrophosphate (FPP), and their complex structures are found in the tissue of many diverse plants (Degenhardt et al. 2009). FPP's long chain length and additional double bond enables its conversion to a huge range of mono-, di-, and tri-cyclic structures. A number of cyclic sesquiterpenes with alcohol, aldehyde, and ketone derivatives have key biological and medicinal properties (Fraga 1999). Fungi, such as the wood-rotting Polyporus brumalis, are excellent sources of pharmaceutically interesting natural products such as sesquiterpenoids. In this study, we investigated the biosynthesis of P. brumalis sesquiterpenoids on modified medium. Fungal suspensions of 11 white rot species were inoculated in modified medium containing $C_6H_{12}O_6$, $C_4H_{12}N_2O_6$, $KH_2PO_4$, $MgSO_4$, and $CaCl_2$ for 20 days. Cultivation was stopped by solvent extraction via separation of the mycelium. The metabolites were identified as follows: propionic acid (1), mevalonic acid lactone (2), ${\beta}$-eudesmane (3), and ${\beta}$-eudesmol (4), respectively (Figure 1). The main peaks of ${\beta}$-eudesmane and ${\beta}$-eudesmol, which were indicative of sesquiterpene structures, were consistently detected for 5, 7, 12, and 15 days These results demonstrated the existence of terpene metabolism in the mycelium of P. brumalis. Polyporus spp. are known to generate flavor components such as methyl 2,4-dihydroxy-3,6-dimethyl benzoate; 2-hydroxy-4-methoxy-6-methyl benzoic acid; 3-hydroxy-5-methyl phenol; and 3-methoxy-2,5-dimethyl phenol in submerged cultures (Hoffmann and Esser 1978). Drimanes of sesquiterpenes were reported as metabolites from P. arcularius and shown to exhibit antimicrobial activity against Gram-positive bacteria such as Staphylococcus aureus (Fleck et al. 1996). The main metabolites of P. brumalis, ${\beta}$-Eudesmol and ${\beta}$-eudesmane, were categorized as eudesmane-type sesquiterpene structures. The eudesmane skeleton could be biosynthesized from FPP-derived IPP, and approximately 1,000 structures have been identified in plants as essential oils. The biosynthesis of eudesmol from P. brumalis may thus be an important tool for the production of useful natural compounds as presumed from its identified potent bioactivity in plants. Essential oils comprising eudesmane-type sesquiterpenoids have been previously and extensively researched (Wu et al. 2006). ${\beta}$-Eudesmol is a well-known and important eudesmane alcohol with an anticholinergic effect in the vascular endothelium (Tsuneki et al. 2005). Additionally, recent studies demonstrated that ${\beta}$-eudesmol acts as a channel blocker for nicotinic acetylcholine receptors at the neuromuscular junction, and it can inhibit angiogenesis in vitro and in vivo by blocking the mitogen-activated protein kinase (MAPK) signaling pathway (Seo et al. 2011). Variation of nutrients was conducted to determine an optimum condition for the biosynthesis of sesquiterpenes by P. brumalis. Genes encoding terpene synthases, which are crucial to the terpene synthesis pathway, generally respond to environmental factors such as pH, temperature, and available nutrients (Hoffmeister and Keller 2007, Yu and Keller 2005). Calvo et al. described the effect of major nutrients, carbon and nitrogen, on the synthesis of secondary metabolites (Calvo et al. 2002). P. brumalis did not prefer to synthesize sesquiterpenes under all growth conditions. Results of differences in metabolites observed in P. brumalis grown in PDB and modified medium highlighted the potential effect inorganic sources such as $C_4H_{12}N_2O_6$, $KH_2PO_4$, $MgSO_4$, and $CaCl_2$ on sesquiterpene synthesis. ${\beta}$-eudesmol was apparent during cultivation except for when P. brumalis was grown on $MgSO_4$-free medium. These results demonstrated that $MgSO_4$ can specifically control the biosynthesis of ${\beta}$-eudesmol. Magnesium has been reported as a cofactor that binds to sesquiterpene synthase (Agger et al. 2008). Specifically, the $Mg^{2+}$ ions bind to two conserved metal-binding motifs. These metal ions complex to the substrate pyrophosphate, thereby promoting the ionization of the leaving groups of FPP and resulting in the generation of a highly reactive allylic cation. Effect of magnesium source on the sesquiterpene biosynthesis was also identified via analysis of the concentration of total carbohydrates. Our current study offered further insight that fungal sesquiterpene biosynthesis can be controlled by nutrients. To profile the metabolites of P. brumalis, the cultures were extracted based on the growth curve. Despite metabolites produced during mycelia growth, there was difficulty in detecting significant changes in metabolite production, especially those at low concentrations. These compounds may be of interest in understanding their synthetic mechanisms in P. brumalis. The synthesis of terpene compounds began during the growth phase at day 9. Sesquiterpene synthesis occurred after growth was complete. At day 9, drimenol, farnesol, and mevalonic lactone (or mevalonic acid lactone) were identified. Mevalonic acid lactone is the precursor of the mevalonic pathway, and particularly, it is a precursor for a number of biologically important lipids, including cholesterol hormones (Buckley et al. 2002). Farnesol is the precursor of sesquiterpenoids. Drimenol compounds, bi-cyclic-sesquiterpene alcohols, can be synthesized from trans-trans farnesol via cyclization and rearrangement (Polovinka et al. 1994). They have also been identified in the basidiomycota Lentinus lepideus as secondary metabolites. After 12 days in the growth phase, ${\beta}$-elemene caryophyllene, ${\delta}$-cadiene, and eudesmane were detected with ${\beta}$-eudesmol. The data showed the synthesis of sesquiterpene hydrocarbons with bi-cyclic structures. These compounds can be synthesized from FPP by cyclization. Cyclic terpenoids are synthesized through the formation of a carbon skeleton from linear precursors by terpene cyclase, which is followed by chemical modification by oxidation, reduction, methylation, etc. Sesquiterpene cyclase is a key branch-point enzyme that catalyzes the complex intermolecular cyclization of the linear prenyl diphosphate into cyclic hydrocarbons (Toyomasu et al. 2007). After 20 days in stationary phase, the oxygenated structures eudesmol, elemol, and caryophyllene oxide were detected. Thus, after growth, sesquiterpenes were identified. Per these results, we showed that terpene metabolism in wood-rotting fungi occurs in the stationary phase. We also showed that such metabolism can be controlled by magnesium supplementation in the growth medium. In conclusion, we identified P. brumalis as a wood-rotting fungus that can produce sesquiterpenes. To mechanistically understand eudesmane-type sesquiterpene biosynthesis in P. brumalis, further research into the genes regulating the dynamics of such biosynthesis is warranted.

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호수 퇴적물의 호기 및 혐기조건에서의 용출 특성에 대한 연구 (A Study on Release Characteristics of Lake Sediments under Oxic and Anoxic Conditions)

  • 윤미해;현준택;허남수;권성현;조대철
    • 대한환경공학회지
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    • 제29권9호
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    • pp.1003-1012
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    • 2007
  • 호수 퇴적물의 용출로 인한 수질오염을 예측하고 퇴적 위치에 따른 용출 특성을 파악하기 위해 환경 조건에 따른 용출 차이를 분석하였다. 분석 항목으로는 질소계열, 인계열, COD를 분석하였으며, 모든 시료의 분석 방법은 호수 내부수의 염도가$(Cl^-)$ 2,000 ppm 이상이므로 해수 수질공정 시험법에 준하여 실시하였다. COD는 혐기조일 경우 A지점에서 C지점으로 갈수록 용출율이 증가한 반면, 호기조일 경우 증 감의 경향성이 없었다. $NH_3$-N의 호기조일 경우 A지점에서 C지점으로 갈수록 용출율이 감소하였고, 반대로 질산화 작용으로 인해 $NO_3$-N과 T-N은 A지점에서 C지점으로 갈수록 용출율이 증가하였다. $NH_3$-N, $NO_3$-N의 혐기조는 A지점에서 C지점으로 갈수록 용출율이 증가하였으나 탈질화 작용으로 인하여 T-N의 용출율은 감소하는 경향을 보였다. $PO_4$-P, T-P의 경우 호기조에서 B지점의 용출율이 가장 낮았으며, 이는 용존 산소의 함량이 많아 무기물이 산화되면서 인의 용출이 억제된 것으로 판단된다. $PO_4$-P의 혐기조일 경우 A지점부터 C지점의 용출율이 서로 유사하였다. COD와 $NO_3$-N의 경우 혐기조보다 호기조에서 용출율이 높았으며, 그 외의 항목에서는 호기조보다 혐기조에서 용출율이 높았다.