• Title/Summary/Keyword: Amide compounds

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Inhibition of HIV-1 Pretense by Novel Dipeptide Isosteres Containing 2-Isoxazoline or $\alpha$-Hydroxy Ketomethylene

  • Kim, Do-Hyung;Park, Kwan-Yong;Chung, Yong-Jun;Kim, Byeang-Hyean
    • Biomolecules & Therapeutics
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    • v.2 no.2
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    • pp.155-160
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    • 1994
  • Human immunodeficiency virus type 1 (HIV-1) protease is essential for the replication of the virus and it is therefore an attractive target for antiviral drugs of HIV-1. Several dipeptide isosteres containing 2-isoxazoline or $\alpha$-hydroxy ketomethylene have been synthesized and their inhibitory effects on the HIV-1 protease examined. The enzymatically active HIV-1 protease was purified to homogeniety from E. coli transformed with a recombinant plasmid (pMAL-pro) containing the entire gene encoding the protease. The purified protease had the substrate specificity with Km value of 9.8$\mu$M when an undecapeptide His-Lys-Ala-Arg-Val-Leu-(p-nitro)Phe-Glu-Ala-Nle-Ser-amide was used as a substrate, and the products from the substrate after specific cleavage by HIV-1 protease were analyzed by HPLC. The synthetic compounds containing dipeptide isosteres showed specific inhibitory effects while a dipeptide isostere containing an isoxazoline ring inhibited the HIV-1 protease competitively with Ki value of 500 $\mu$M. Even if the inhibition effects of HIV-1 protease were not very high, these novel dipeptide isosteres can be used as key structural moieties for developing specific inhibitors of HIV-1 protease.

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Spectroscopic and Thermal Studies of [Cr2(NH2)2(H2O)2(SO4)2]·2H2O,[Cr(NCO)3(H2O)]·3H2O and [Fe O(OH)]·0.2H2O Compounds Formed by the Reactions of Urea with Cr2(SO4)3, Cr(CH3COO)3 AND Fe2(SO4)3

  • Sadeek, S.A.;Refat, M.S.;Teleb, S.M.
    • Journal of the Korean Chemical Society
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    • v.48 no.4
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    • pp.358-366
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    • 2004
  • The bridged disulphato complex $[Cr_2(NH_2)_2(H_2O)_2(SO_4)_2]{\cdot}2H_2O$, terminal triisocyanato $[Cr(NCO)_3(H_2O)]{\cdot}3H_2O$ complex and limonite, $[FeO(OH)]{\cdot}0.2H_2O$ compound were prepared by the reaction of $Cr_2(SO_4)_3{\cdot}xH_2O, Cr(CH_3COO)_3$ and $Fe_2(SO_4)_3$, respectively, with urea in aqueous media at $80^{\circ}C$. The infrared spectra of the products indicate that the absence of the bands of urea, but shows the characteristic bands of coordinated amide, water, bridged sulphato and isocyanato groups. Thermogravimetric (TG) and differential thermal analysis (DTA) measurements on the complexes are also recorded. The data obtained agree quite well with the expected structures. A general mechanisms describing the formation and its thermal decomposition of the complexes are suggested.

Establishment of discrimination system using multivariate analysis of FT-IR spectroscopy data from different species of artichoke (Cynara cardunculus var. scolymus L.) (FT-IR 스펙트럼 데이터 기반 다변량통계분석기법을 이용한 아티초크의 대사체 수준 품종 분류)

  • Kim, Chun Hwan;Seong, Ki-Cheol;Jung, Young Bin;Lim, Chan Kyu;Moon, Doo Gyung;Song, Seung Yeob
    • Horticultural Science & Technology
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    • v.34 no.2
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    • pp.324-330
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    • 2016
  • To determine whether FT-IR spectral analysis based on multivariate analysis for whole cell extracts can be used to discriminate between artichoke (Cynara cardunculus var. scolymus L.) plants at the metabolic level, leaves of ten artichoke plants were subjected to Fourier transform infrared(FT-IR) spectroscopy. FT-IR spectral data from leaves were analyzed by principal component analysis (PCA), partial least square discriminant analysis (PLS-DA) and hierarchical clustering analysis (HCA). FT-IR spectra confirmed typical spectral differences between the frequency regions of 1,700-1,500, 1,500-1,300 and $1,100-950cm^{-1}$, respectively. These spectral regions reflect the quantitative and qualitative variations of amide I, II from amino acids and proteins ($1,700-1,500cm^{-1}$), phosphodiester groups from nucleic acid and phospholipid ($1,500-1,300cm^{-1}$) and carbohydrate compounds ($1,100-950cm^{-1}$). PCA revealed separate clusters that corresponded to their species relationship. Thus, PCA could be used to distinguish between artichoke species with different metabolite contents. PLS-DA showed similar species classification of artichoke. Furthermore these metabolic discrimination systems could be used for the rapid selection and classification of useful artichoke cultivars.

Protein molecular structure, degradation and availability of canola, rapeseed and soybean meals in dairy cattle diets

  • Tian, Yujia;Zhang, Xuewei;Huang, Rongcai;Yu, Peiqiang
    • Asian-Australasian Journal of Animal Sciences
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    • v.32 no.9
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    • pp.1381-1388
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    • 2019
  • Objective: The aims of this study were to reveal the magnitude of the differences in protein structures at a cellular level as well as protein utilization and availability among soybean meal (SBM), canola meal (CM), and rapeseed meal (RSM) as feedstocks in China. Methods: Experiments were designed to compare the three different types of feedstocks in terms of: i) protein chemical profiles; ii) protein fractions partitioned according to Cornell Net Carbohydrate and Protein System; iii) protein molecular structures and protein second structures; iv) special protein compounds-amino acid (AA); v) total digestible protein and energy values; vi) in situ rumen protein degradability and intestinal digestibility. The protein second structures were measured using FT/IR molecular spectroscopy technique. A summary chemical approach in National Research Council (NRC) model was applied to analyze truly digestible protein. Results: The results showed significant differences in both protein nutritional profiles and protein structure parameters in terms of ${\alpha}-helix$, ${\beta}-sheet$ spectral intensity and their ratio, and amide I, amide II spectral intensity and their ratio among SBM, CM, and RSM. SBM had higher crude protein (CP) and AA content than CM and RSM. For dry matter (DM), SBM, and CM had a higher DM content compared with RSM (p<0.05), whereas no statistical significance was found between SBM and CM (p = 0.28). Effective degradability of CP and DM did not demonstrate significant differences among the three groups (p>0.05). Intestinal digestibility of rumen undegradable protein measured by three-step in vitro method showed that there was significant difference (p = 0.05) among SBM, CM, and RSM, which SBM was the highest and RSM was the lowest with CM in between. NRC modeling results showed that digestible CP content in SBM was significantly higher than that of CM and RSM (p<0.05). Conclusion: This study suggested that SBM and CM contained similar protein value and availability for dairy cattle, while RSM had the lowest protein quality and utilization.

Synthesis and Characterization of Various Di-N-Functionalized Tetraaza Macrocyclic Copper(II) Complexes

  • Kang, Shin-Geol;Kim, Na-Hee;Lee, Rae-Eun;Jeong, Jong-Hwa
    • Bulletin of the Korean Chemical Society
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    • v.28 no.10
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    • pp.1781-1786
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    • 2007
  • Two copper(II) complexes, [CuL3](ClO4)2 bearing one N-CH2CH2CONH2 group as well as one N-CH2CH2CN group and [CuL4](ClO4)2 bearing two N-CH2CH2CONH2 groups, have been prepared by the selective hydrolysis of [CuL2](ClO4)2 (L2 = C-meso-1,8-bis(cyanoethyl)-5,5,7,12,12,14-hexamethyl-1,4,8,11-tetraazacyclotetradecane). The complex [CuL5](ClO4)2 bearing one N-CH2CH2C(=NH)OCH3 and one N-CH2CH2CN groups has been prepared as the major product from the reaction of [CuL2](ClO4)2 with methanol in the presence of triethylamine. In acidic aqueous solution, the N-CH2CH2C(=NH)OCH3 group of [CuL5](ClO4)2 undergoes hydrolysis to yield [CuL6](ClO4)2 bearing both N-CH2CH2COOCH3 and N-CH2CH2CN groups. The crystal structure of [CuL5](ClO4)2 shows that the complex has a slightly distorted square-pyramidal coordination polyhedron with an apical Cu-N (N-CH2CH2C(=NH)OCH3 group) bond. The apical Cu-N bond distance (2.269(3) A) is ca. 0.06 A longer than the apical Cu-O (N-CH2CH2CONH2 group) bond of [CuL4](ClO4)2. The pendant amide group of [CuL3](ClO4)2 is involved in coordination. The carboxylic ester group of [CuL6](ClO4)2 is also coordinated to the metal ion in various solvents but is removed from the coordination sphere in the solid state.

Changes of Nitrogen Compounds and Nutritional Evaluation of Soybean Sprout -Part VI. Changes in electrophoretic pattern of protein- (콩나물 제조중(製造中) 질소화합물(窒素化合物)의 변화(變化)와 그 영양학적(營養學的) 연구(硏究) -제육보(第六報). 단백질(蛋白質)의 전기영동양상변화(電氣泳動樣相變化)-)

  • Yang, Cha-Bum;Park, Sang-Ki;Yoon, Suk-Kwon;Park, Hoon
    • Applied Biological Chemistry
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    • v.27 no.2
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    • pp.129-134
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    • 1984
  • Change of protein component in soybean sprout grown at four temperatures was investigated by polyacrylamide gel electrophoresis. Main bands were identified using purified seed globulins. Electrophoretogram showed 5 main bands (a. b, c, d, and p) and 10 minor bands in seed and maximum number (19) of bands (8 main band including 0 and 11 minor) at 4th day after germination in cotyledon. All bands appeared in axis protein but resolution was poor. In cotyledon, a component (most rapidly) and b+c+d component decreased while o+p component and other minor components were increased at 6th day and decreased thereafter. In axis all components increased rapidly, especially in minor components and b+c+d component. High growing temperature accelerated decrease in cotyledon and increase in axis of protein, especially for 11S. The a component was identified as 7S, b+c+d as 11S and o+p as 2S globulin.

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Development of an UPLC-DAD Method for Simultaneous Analysis of Eight Marker Compounds of Bulhwangeumjeonggi-san (UPLC-DAD를 이용한 불환금정기산의 다성분 동시분석법 개발)

  • Lee, Kyung-hee;Lamichhane, Ramakanta;Kumar, Sharma Dipak;Raj, Pandeya Prakash;Kim, Se-Gun;Jung, Hyun-Ju
    • Korean Journal of Pharmacognosy
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    • v.47 no.4
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    • pp.366-373
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    • 2016
  • Bulhwangeumjeonggisan (BHGJGS) is a traditional herbal formulation generally used in the treatment of cold and gastritis. BHGJGS consists of eight herbal plants; Atractylodis Rhizoma, Magnoliae Cortex, Citri Pericarpium, Glycyrrhizae Radix, Agastachis Herba, Pinelliae Rhizoma, Zingiberis Rhizoma and Zizyphi Fructus. Complete standardization of this formulation has not been done yet. So, a simple and accurate method was developed and validated using Ultra Performance Liquid Chromatography (UPLC) with Diode Array Detector (DAD) for the standardization of BHGJGS. UPLC conditions were optimized using a c18 RP-Amide column with mobile phase; 0.1% phosphate buffer and acetonitrile, detection wavelength; 210 and 325 nm. The linearities of calibration curves were acceptable ($R^2$>0.9994), and the limit of detection and quantification were within the ranges of 0.011-0.091 and $0.034-0.277{\mu}g/ml$ respectively. The relative standard deviation (RSD) of intra- and inter-day precisions were under 3.61%. The RSD of repeatability was under 0.68 %. The results of recovery test were 94.4-107.9%, and the RSD were under 4.6%. The developed method was used to find the contents of standard constituents in BHGJGS mix extract powder, and two commercial formulation (A and B). The data show that the developed method was specific, sensitive, accurate, and precise for analysis of BHGJGS components.

Synthesis and Importance of Bulky Aromatic Cap of Novel SAHA Analogs for HDAC Inhibition and Anticancer Activity

  • Chun, Pu-Soon;Kim, Won-Hee;Kim, Jung-Su;Kang, Jin-Ah;Lee, Hye-Jin;Park, Ji-Young;Ahn, Mee-Young;Kim, Hyung-Sik;Moon, Hyung-Ryong
    • Bulletin of the Korean Chemical Society
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    • v.32 no.6
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    • pp.1891-1896
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    • 2011
  • On the basis of potent HDAC-inhibitory activity and anticancer activity of SAHA, novel SAHA derivatives 3a-d and 7 with a bulky cap such as p-dimethylaminophenyl, 4-phenylaminophenyl, 4-phenyloxyphenyl, 9H-fluorenyl or naphthalenyl ring were synthesized starting from the corresponding aryl amines or naphthalenyl acetic acid using an EDC-mediated amide coupling reaction in the presence of HOBt followed by a nucleophilic addition-elimination reaction with hydroxylamine. Compounds 3b, 3c and 3d showed more potent inhibitory activity on total HDACs (14~27-fold), HDAC1 (8~15-fold), HDAC2 (1.3~25-fold) and HDAC7 (1~3-fold) and more potent anticancer activity (2~22-fold) against MCF-7, MDA-MB-231, MCF-7/Dox, MCF-7/Tam, SK-OV-3, LNCaP and PC3 human cancer cell lines than SAHA.

Determination of Radiolysis Produce of DHOA by GC/MS (GC/MS를 이용한 DHOA의 방사선 분해생성물 분석)

  • Yang, Han-Beom;Lee, Eil-Hee;Lim, Jae-Kwan;Chung, Dong-Yong;Kim, Kwang-Wook;Kim, Jong-Seung
    • Journal of Nuclear Fuel Cycle and Waste Technology(JNFCWT)
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    • v.7 no.1
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    • pp.17-23
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    • 2009
  • Dihexyloctanamide(DHOA) was used as an extractant or phase modifier with the diamide extractants in a solvent extraction process for a radioactive liquid waste treatment. The degradation compounds of the DHOA extractant, irradiated with $^{60}Co$ gamma ray, were octanoic acid and dihexylamine which are identified by a Fourier transform infrared(FT-IR) and gas chromatograph/mass spectrometer(GC/MS) analysis, and determined by the GC/MS with selected ion monitoring(SIM) mode. Retention behavior of octanoic acid, tridecane (internal standard) and dihexylamine in total ion chromatogram (TIC) were 8.65 min., 9.79 min., and 10.27 min., respectively. With increasing the absorbed dose of the $\gamma$-ray irradiated DHOA, the concentration of octanoic acid was decreased and that of dihexylamine was increased.

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Synthesis, Reaction and Antiviral Activity of 2,4-Diaryl-1,3-selenazoles (합성, 2,4-Diaryl-1,3-selenazoles의 항바이러스 활성도와 반응)

  • Al-Rubaie, Ali Z.;Al-Masoudi, Wasfi A.;Hameed, Ali Jameel;Yousif, Lina Z.;Graia, Mohsen
    • Journal of the Korean Chemical Society
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    • v.52 no.1
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    • pp.36-46
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    • 2008
  • cyclization of primary arylselenocarboxylic amides with a-bromoketones afforded a variety of new 2,4-diaryl-1,3-selenazoles. Halogenation of the 2,4-diaryl-1,3-selenazoles with chlorine, bromine and iodine gave the new 1,1-dihalo-2,4-diaryl-1,3-selenazoles in good yields. Antiviral activity of some 1,1-dihalo-2,4-diaryl-1,3-selenazoles has been tested against AIDS virus (HIV-1 and HIV-2). They showed some bioactivity against HIV-1. All compounds were characterized by their elemental analysis, 1H NMR and mass spectroscopic data. The crystal structure of 2-(3,4-dimethoxyphenyl)-4-(4-bromophenyl)-1,3-selenazole displays the molecular configuration.