• 제목/요약/키워드: qNMR

검색결과 63건 처리시간 0.023초

고욤나무 잎으로부터 활성유도 분획법에 의한 α-Glucosidase 저해물질 분리 및 확인 (Bio-assay Guided Isolation and Identification of α-Glucosidase Inhibitors from the Leaves of Diospyros lotus)

  • 김상준;김지애;김다혜;곽설화;유강열;장선일;김선영;정승일
    • 생약학회지
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    • 제46권2호
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    • pp.105-108
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    • 2015
  • To establish the anti-diabetic(α-glucosidase inhibitory) activity of D. lotus leaf extract, isolate and identify the constituents responsible for the activity. The methanolic extract of leaves was partitioned between water, n-butanol and ethyl acetate. Bio-assay guided fractionation, based on inhibition of ;${\alpha}$-glucosidase, allowed isolation and identification of the active components. Liquid chromatography/mass spectrometry(LC/MS), 1 H-NMR and 13 C-NMR spectra analyses demonstrated that the active compound was myricetin-3-O-;${\alpha}$-L-rhamnoside(1). Compound 1 demonstrated a strong inhibition on the α-glucosidase, in vitro and ;${\alpha}$-glucosidase inhibitory value was calculated as 98.08%, when that of a reference drug, acarbose was estimated as 83.03%. The present study indicates compound 1 could be considered as an ;${\alpha}$-glucosidase inhibitor and developed as an important antidiabetes agent for type II diabetes therapy.

Production of Mono-Hydroxylated Derivatives of Terpinen-4-ol by Bacterial CYP102A1 Enzymes

  • Jeong-Hoon Kim;Chan Mi Park;Hae Chan Jeong;Gyeong Han Jeong;Gun Su Cha;Sungbeom Lee;Chul-Ho Yun
    • Journal of Microbiology and Biotechnology
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    • 제34권3호
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    • pp.725-734
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    • 2024
  • CYP102A1 from Bacillus megaterium is an important enzyme in biotechnology, because engineered CYP102A1 enzymes can react with diverse substrates and produce human cytochrome P450-like metabolites. Therefore, CYP102A1 can be applied to drug metabolite production. Terpinen-4-ol is a cyclic monoterpene and the primary component of essential tea tree oil. Terpinen-4-ol was known for therapeutic effects, including antibacterial, antifungal, antiviral, and anti-inflammatory. Because terpenes are natural compounds, examining novel terpenes and investigating the therapeutic effects of terpenes represent responses to social demands for eco-friendly compounds. In this study, we investigated the catalytic activity of engineered CYP102A1 on terpinen-4-ol. Among CYP102A1 mutants tested here, the R47L/F81I/F87V/E143G/L188Q/N213S/E267V mutant showed the highest activity to terpinen-4-ol. Two major metabolites of terpinen-4-ol were generated by engineered CYP102A1. Characterization of major metabolites was confirmed by liquid chromatography-mass spectrometry (LC-MS), gas chromatography-MS, and nuclear magnetic resonance spectroscopy (NMR). Based on the LC-MS results, the difference in mass-to-charge ratio of an ion (m/z) between terpinen-4-ol and its major metabolites was 16. One major metabolite was defined as 1,4-dihydroxyp-menth-2-ene by NMR. Given these results, we speculate that another major metabolite is also a mono-hydroxylated product. Taken together, we suggest that CYP102A1 can be applied to make novel terpene derivatives.

Surface Modification of Colloidal Silica Nanoparticles: Controlling the size and Grafting Process

  • He, Wentao;Wu, Danhua;Li, Juan;Zhang, Kai;Xiang, Yushu;Long, Lijuan;Qin, Shuhao;Yu, Jie;Zhang, Qin
    • Bulletin of the Korean Chemical Society
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    • 제34권9호
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    • pp.2747-2752
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    • 2013
  • Surface modification of colloidal silica nanoparticles without disrupting the electric double layer of nanoparticles is a major challenge. In the work, silane was employed to modify colloidal silica nanoparticles without inducing bridge flocculation obviously. The effect of pH value of the silica sol, the amount of silane in feed, and reaction temperature on the graft amount and the final size of modified particles was investigated. The increased weight loss by TG and the appearance of $T_2$ and $T_3$ except for $Q_2$ and $Q_3$ signals by CP/MAS $^{29}Si$ NMR of the modified samples verified the successful grafting of silane. The graft amount reached 0.57 mmol/g, which was slightly lower than theory value, and the particle size remained nearly the same as unmodified particles for acidic silica sol at the optimum condition. For alkaline silica sol after modification, aggregates composed of several nanoparticles connected together with silane moleculars as the bridge appeared.

디에틸 ${\alpha}$-페닐비닐인산과 아크릴로니트릴 및 말레산무수물의 자유라디칼 혼성중합 (Copolymerization of Diethyl ${\alpha}$-Phenylvinyl Phosphate with Acrylonitrile and Maleic Anhydride)

  • 진정일;심홍구;이수민
    • 대한화학회지
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    • 제27권4호
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    • pp.287-293
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    • 1983
  • 자유라디칼 개시제에 의한 디에틸 ${\alpha}$-페닐비닐 인산(DEPVP)과 아크릴로니트릴(AN) 및 말레산 무수물(MAnh)의 혼성중합 연구를 행하였다. 개시제로는 과산화벤조일을 사용하였으며 중합온도는 $70^{\circ}C$이었다. 단위체 반응성비는$ r_1(AN) = 0.77, r_2(DEPVP) = 0.002 $이었으며, 이 값으로 부터 DEPVP의 Alfrey-Price 상수 Q=0.012, e=-1.35를 얻었다. 이와 대조적으로 DEPVP와 MAnh와의 자유라디칼 혼성중합은 과산화 벤조일을 개시제로 사용하여 $70^{\circ}C$에서 클로로포름 용액중에서 행한 결과 초기 단위체의 농도비에 무관하게 1 : 1 교대 혼성 중합체를 형성하였으며, 두 단위체의 몰비가 MAnh / DEPVP = 7 / 3일때 중합속도가 최대였다. 핵자기 공명 분광법으로 구한 DEPVP와 MAnh의 전하이동 착물의 평형상수는 $21^{\circ}C$ 클로로포름 용액에서 0.085 l/mol이었다. 혼성 중합체중 DEPVP의 함량이 증가함에 따라 AN/DEPVP 쌍에서는 환산점성도가 감소함을 보였고 MAnh/DEPVP쌍에서는 변화가 별로 없었다

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In vitro 웰니스 화합물 (Ochnaflavone)에 의한 암세포 성장 저해 (In vitro Anti-Cancer Effect of Wellness-Compound (Ochnaflavone))

  • 이재숙;최화정;김명주;박장순
    • 디지털융복합연구
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    • 제13권5호
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    • pp.337-344
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    • 2015
  • 많은 식물들은 부작용이 적고, 가격이 저렴하며, 다양한 웰니스 융복합 화합물들을 함유하고 있기 때문에 다양한 제재에 이용되고 있다. 이 연구에서 뉴질랜드 식물인 Quintinia acutifolia (Q. acutifolia)로부터 쥐 백혈병 세포(P388 murine lymphocytic leukemia cells)의 성장을 저해하는 활성을 MTT [3-(4,5-dimethylthiazol-2-yl)- 2,5-diphenyl-tetrazolium bromide] assay에 의해 평가하였다. P388 murine lymphocytic leukemia 세포의 성장을 저해하는 2,3,2'',3''-tetrahydroochanaflavone (1)과 2'',3''-dihydroochana-flavone (3)을 1D/2D-NMR와 다른 분광학적 분석법에 의해 분리하였고, 구조를 규명하였다. 이 두 화합물은 두 개의 플라보노이드 기본구조를 갖는 바이플라보노이드 (biflavonoid)로써 2,3,2'',3''-Tetrahydroochnaflavone (1)과 2'',3''-dihydroochana-flavone (3) 화합물은 P388 murine lymphocytic leukemia세포에 대해 50%의 성장저해를 나타내는 농도가 각각 $8.2{\mu}g/mL$$3.1{\mu}g/mL$로 나타났다. 특히 2'',3''-dihydroochana-flavone (3) 화합물은 2,3,2'',3''-tetrahydroochanaflavone (1)의 B 링(ring)에 쌍으로 결합되지 않은 플라본 구조 (unconjugated flavonone system)를 갖는 것으로 나타났다. 그럼으로 두 화합물은 향후 항암 치료제 개발에 이용될 수 있으며, 더 많은 연구가 요구된다.

Comparative metabolomic analysis in horses and functional analysis of branched chain (alpha) keto acid dehydrogenase complex in equine myoblasts under exercise stress

  • Jeong-Woong, Park;Kyoung Hwan, Kim;Sujung, Kim;Jae-rung, So;Byung-Wook, Cho;Ki-Duk, Song
    • Journal of Animal Science and Technology
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    • 제64권4호
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    • pp.800-811
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    • 2022
  • The integration of metabolomics and transcriptomics may elucidate the correlation between the genotypic and phenotypic patterns in organisms. In equine physiology, various metabolite levels vary during exercise, which may be correlated with a modified gene expression pattern of related genes. Integrated metabolomic and transcriptomic studies in horses have not been conducted to date. The objective of this study was to detect the effect of moderate exercise on the metabolomic and transcriptomic levels in horses. In this study, using nuclear magnetic resonance (NMR) spectroscopy, we analyzed the concentrations of metabolites in muscle and plasma; we also determined the gene expression patterns of branched chain (alpha) keto acid dehydrogenase kinase complex (BCKDK), which encodes the key regulatory enzymes in branched-chain amino acid (BCAA) catabolism, in two breeds of horses, Thoroughbred and Jeju, at different time intervals. The concentrations of metabolites in muscle and plasma were measured by 1H NMR (nuclear magnetic resonance) spectroscopy, and the relative metabolite levels before and after exercise in the two samples were compared. Subsequently, multivariate data analysis based on the metabolic profiles was performed using orthogonal partial least square discriminant analysis (OPLS-DA), and variable important plots and t-test were used for basic statistical analysis. The stress-induced expression patterns of BCKDK genes in horse muscle-derived cells were examined using quantitative reverse transcription polymerase chain reaction (qPCR) to gain insight into the role of transcript in response to exercise stress. In this study, we found higher concentrations of aspartate, leucine, isoleucine, and lysine in the skeletal muscle of Jeju horses than in Thoroughbred horses. In plasma, compared with Jeju horses, Thoroughbred horses had higher levels of alanine and methionine before exercise; whereas post-exercise, lysine levels were increased. Gene expression analysis revealed a decreased expression level of BCKDK in the post-exercise period in Thoroughbred horses.

Advances in Soil Microbial Ecology and the Ecocollections

  • Whang Kyung-Sook
    • 한국미생물학회:학술대회논문집
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    • 한국미생물학회 2002년도 추계학술대회
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    • pp.81-85
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    • 2002
  • Oligotrophic bacteria isolated from forest soil showed a specific community consisting of various taxonomic groups compared with those in other soil or aquatic habitats. Based on the cell shape, the isolates were divided into four groups: regular rod, curved/spiral rod, irregular rod, and prosthecate bacteria. The cellular fatty acids 60 oligotrophic isolates were analyzed. At the dendrogram based on cellular fatty acid composition, four clusters(I-IV) were separated at a euclidian distance of about 50. Based on the 16S rDNA sequence analysis, the two representative strains(MH256 and MA828) of cluster 3 showed the close relation to genera, Xathomonas/Stenotrophomonas, but were not included in these genera. The isolates with Q-10 were also studied. They are corresponded to the two large groups in Proteobacteria alpha subdivision. One was incorporated in the genus Bradyrhizobium cluster, which also includes Agromonas, a genus for oligotrophic bacteria. The strains of the other group showed high similarity to the genus Agrobacterium. We attempted to screening of bioactive compounds from oligotrophs which was isolated from forest soil. The active compounds were analyzed by mass and NMR spectrum, one of them identified as crisamicin A. Another one designated as SAPH is a new compound. The results indicate that there were possibilities for finding new compounds from the rare microorganisms such as oligotrophs.

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A Polyoxygenated Ellagitannin from Cercidiphyllum japonicum Bark

  • Lee, Min-Sung;Min, Hee-Jeong;Kim, Jin-Kyu;Bae, Young-Soo
    • Journal of the Korean Wood Science and Technology
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    • 제44권4호
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    • pp.551-558
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    • 2016
  • Katsura tree (Cercidiphyllum japonicum Sieb. Et Zucc) bark was collected, air-dried and extracted with 70% aqueous acetone, then concentrated and sequentially fractionated using n-hexane, methylene chloride ($CH_2Cl_2$), ethylacetate (EtOAc), and $H_2O$. The $H_2O$ fraction was chromatographed on a Sephadex LH-20 column with various aqueous MeOH eluting solvents to isolate an ellagitannin. The isolate was elucidated as macabarterin, a polyoxygenated ellagitannin by NMR analysis, including HSQC, HMBC, Q-TOF MS, and with the comparison of authentic literature data. The compound was an ellagitannin which was isolated, for the first time, from the extracts of Katsura tree bark, and has never been reported before in domestic tree or plant sources.

Characteristics of waterflood at low rate in low permeability sandstones based on the CT scanning

  • Mo, S.Y.;Lei, Q.;Lei, G.;Gai, S.H.;Liu, Z.K.
    • Geosystem Engineering
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    • 제21권6호
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    • pp.344-351
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    • 2018
  • It is reported that the flooding rate in low permeability sandstones is low and the oil recovery is hard to increase after water breakthrough. Understanding characteristics of waterflood is hence important for the recovery improvement. In this work, flooding tests on low permeability sandstones were conducted. The corresponding flooding characteristics were investigated by means of CT scanning and Nuclear Magnetic Resonance. Effects of irreducible water and different rates were also discussed in detail. Experimental results reveal a piston-like displacement at a low rate in low permeability samples. The saturation profile is steep and almost vertical to the forward direction. The results at a low rate confirm that once water broke through, increasing the flooding rate or flooding time can hardly reduce the remaining oil inside the sample. It is probably due to the high pore-throat ratio proven by rate-controlled mercury. Results also confirm that the presence of initial water enhanced sweep efficiency substantially. On one hand, because water had previously occupied the small pores, the subsequent oil can only invade relatively large pores and became more movable. On the other hand, stable collars can not form due to the steep front, which may suppress the snap-off.

백편두의 항산화 물질 분리 및 동정 (Purification and Identification of Antioxidant Compounds from Dolichos lablab L. Seeds)

  • 권남우;김재연;조용범;황방연;김준구;우선희;이문순
    • 한국약용작물학회지
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    • 제27권6호
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    • pp.419-426
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    • 2019
  • Background: This study aimed to identify antioxidant compounds from the seeds of Dolichos lablab L. by bioassay-guided isolation and recrystallization. Methods and Results: The water layer of D. lablab L. seed extract inhibits intracellular reactive oxygen species (ROS) expressing the 2',7'-dichlorofluorescein diacetate (DCF-DA), Cu/Zn superoxide dismutase (SOD) and catalase genes, as determined by quantitative real-time PCR (qRT-PCR). Two compounds were purified from the water layer of the seeds of D. lablab L. using column chromatography and prep-high performance liquid chromatography (HPLC). Using nuclear magnetic resonance (NMR) and electrospray Ionization mass spectrometry (ESI-MS), their chemical structures were identified as 5-[(2-acetyl-2,3-dihydro-1H-indazol-1-yl)carbonyl]-4,5-dihydro-3H-furan-2-one (C14H14N2O4) and stachyose. Conclusions: Two active antioxidant compounds were purified from the seed extract of D. lablab L. seed extract and the structures of these compounds were identified as C14H14O4N2 and stachyose.