• 제목/요약/키워드: IR and H$^1$-NMR Spectra

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Umbilicaria vellea 중 페놀성 화합물의 구조 및 항균활성 (The Structure of Phenolic Compounds and Their Antibiotic Activities in Umbilicaria vellea)

  • 민태진;배강규
    • 대한화학회지
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    • 제40권9호
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    • pp.623-629
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    • 1996
  • 지의류에 속하는 Umbiliciaria vellea 중 에탄올 분획의 항균활성 물질을 규명하기 위하여 silica겔 컬럼 크로마토그래피 및 재결정법으로 화합물 I과 II를 순수히 분리정제하여 그 구조와 항균활성을 측정하였다. 정제된 화합물I은 Cryptococcus neoformance 등의 균에 대한 항진균활성과, Pseudomonas aeruginosa등의 균에 대한 항세균 활성이 있었다. 이 물질의 녹는점은 129~132$^{\circ}C$였고, 217, 265 및 330 nm의 UV 최대흡광을 보였다. 그리고 EI-mass에서 측정된 분자이온은 m/z 196이었고, 원소분석 결과 분자식은 $C_{10}H_{12}O_4$였으며 IR 및 NMR 스펙트라로부터 이 물질이 ethyl 2,4-dihydroxy-6-methyl benzoate임을 확인하였다. 화합물 II의 녹는점은 58~59$^{\circ}C$였고, 212, 276 및 282 nm의 UV 최대흡광을 보였다. 이 물질의 분자이온은 m/z 124였고, $C_7H_8O_2$의 분자식을 갖는 5-methyl-1,3-benzenediol임을 확인하였다.

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1,3-치환-5-chloropyrazole-4-carboxylic acid oxime ester의 합성과 살균력 (Synthesis and Antifungal Activity of 1,3-substituted-5-chloropyrazole-4-carboxylic acid Oxime Esters)

  • 김용환;박치현;최원석;권영칠;박창규
    • Applied Biological Chemistry
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    • 제32권4호
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    • pp.401-407
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    • 1989
  • 생리활성을 갖는 신규물질 탐색의 일환으로 1,3 치환 -5-chloropyrazole-4-carbonyl chloride를 합성한 뒤 8종의 aldoxime 또는 ketoxime과 친핵 반응시켜 15종의 pyrazole-oxime ester를 얻었으며, 이들의 구조를 $^1H,\;^{13}C-NMR$ 및 IR 등으로 확인하였다. 이 유도체들의 R. solani, P. oryzae, B. cinerea, P. graminearum, P. capsici 및 G. cingulata에 대한 균사생육억제효과를 검정한 결과, oxime 부위$(R^3)$가 친전자성기로 치환된 방향족인 경우가(III, XIII, XIV) 포화알킬기인 경우보다 우수한 효과를 보여주었다.

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Analysis of Beauvericin and Unusual Enniatins Co-Produced by Fusarium oxysporum FB1501 (KFCC 11363P)

  • Song Hyuk-Hwan;Ahn Joong-Hoon;Lim Yoong-Ho;Lee Chan
    • Journal of Microbiology and Biotechnology
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    • 제16권7호
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    • pp.1111-1119
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    • 2006
  • Beauvericins and enniatins are cyclohexadepsipeptides exhibiting various biological activities on animal systems, including humans. Fusarium oxysporum FB1501 (KFCC 11363P) that produces four different cyclohexadepsipeptides was isolated from soil in Korea and the structures of the four cyclohexadepsipeptides elucidated by HPLC, MS, IR, and NMR analyses. The molecular weights for compounds 1,2,3, and 4 were determined to be 654.5, 784.5, 668.6, and 682.5, respectively, on the basis of ESI-MS measurements. The IR spectra for all the compounds exhibited absorptions for ester $(1,733-1,743\;cm^{-1})$ and amide $(1,649-1,655\;cm^{-1})$ bonds that were very similar to those for beauvericin and enniatins with ester and amide absorptions. The results of the NMR analysis $(^{1}H,\;^{13}C,\;135-DEPT,\;COSY,\;HMQC,\;and\;HMBC;\;in\;COCl_{3})$ revealed that compounds 1,3, and 4 consisted of $_{L}-N-methyl\;valine$ (N-MeVal), $_{D}-{\alpha}-hydroxyisovaleic\;acid$ (Hiv), and 2-hydroxy-3-methylpentanoic acid (Hmp) residues (compound 1: three N-MeVal residues, two Hiv residues, and one Hmp residue; compound 3: three N-MeVal residues, one Hiv, and two Hmp residues; compound 4: three N-MeVal residues and three Hmp residues). Therefore, the compounds were identified as enniatin H (compound 1), enniatin I (compound 3), and enniatin MK1688 (compound 4). Compound 2 was analyzed as beauvericin according to 1D and 2D NMR analyses. This study is the first report related to the co-production of beauvericin with other unusual enniatins, such as enniatin H, enniatin I, and enniatin MK1688, by Fusarium oxysporum.

Syntheses of Alternating Head-to Head Vinyl Copolymers and Vinyl Terpolymers via Ring-Opening Mechanism. Ring-Opening Polymerization of Substituted-3,4-dihydro-2H-pyrans

  • Lee, Ju-Yeon;Cho, I-Whan
    • Bulletin of the Korean Chemical Society
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    • 제8권2호
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    • pp.96-101
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    • 1987
  • 2-Ethoxy-6-methoxy-5-cyano-3,4-dihydro-2H-pyran (1_a$), 2-n-butoxy-6-methoxy-5-cyano-3,4-dihydro-2H-pyr an (1b), 2-isobutoxy-6-methoxy-5-cyano-3,4-dihydro-2H-py ran ($1_c$), and 2-ethoxy-6-methoxy-3-methyl-5-cyano-3,4-dihydro -2H-pyran ($1_d$) were prepared by (4 + 2) cycloaddition reaction of methyl $\alpha$-cyanoacrylate with the corresponding alkyl vinyl ethers. Compounds $1_{a-d}$ were ring-open polymerized by cationic catalyst to obtain alternating head-to-head (H-H) copolymers. For comparison, head-to-tail (H-T) copolymer $3_a$ was also prepared by free radical copolymerization of the corresponding monomers. The H-H copolymer exhibited minor differences in its $1_H% NMR and IR spectra, but in the $^{13}C$ NMR spectra significant differences were observed between the H-H and H-T copolymers. Glass transition temperature ($T_g$) of H-H copolymer was higher than that of the H-T copolymer, but thermal decomposition temperature of the H-H copolymer was lower than that of the H-T copolymer. Compounds $1_a$, $a_b$, and $1_c$, copolymerized well with styrene by cationic catalyst, but compound 1d failed to copolymerize with styrene. All of the H-H and H-T copolymers were soluble in common solvents and the inherent viscosities were in the range 0.2-0.4 dl/g.

새로운 2,4-Diimino-1,3-thiazoles 유도체의 합성과 구조 결정 (Synthesis of New 2,4-Diimino-1,3-thiazoles and the Structure Determination)

  • 한호규;임철수;마혜덕
    • 대한화학회지
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    • 제47권1호
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    • pp.38-42
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    • 2003
  • 신농약 개발을 목적으로 isosterism 이론을 근거로 하여 선도화합물, 2-imino-1,3-thiazoline의 분자 수정을 통하여 분자내에 1,3-thiazole과 urea기가 포함된 새로운 화합물 2를 디자인하였다. N-Methylthiourea 5와 bromoacetonitrile을 에탄올 용액 중에서 반응시켜 위치 선택적으로 생성된 2,4-diimino-1,3-thiazole 4를 phenylisocyanate 유도체와 반응하여 화합물 2의 tautomer인 7을 얻었고 이것의 구조를 여러 가지 스펙트럼($^1H$ NMR, $^{13}C$ NMR, FT-IR, HRMS)과 X-ray 결정 데이터로부터 확인하였다. 화합물 7의 구조이성질체 8은 열역학적으로 불안정한 중간체 2,4-diimino-1,3-thiazole 6을 통하여 생성되었다.

Achromobacter sp. YJ-66가 생산하는 생물응집제의 성분 특성 (Characteristics of Bioflocculant Produced by Achromobacter sp. YJ-66.)

  • 우정숙;정준영;도대홍;조재민
    • 한국미생물·생명공학회지
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    • 제28권4호
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    • pp.233-238
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    • 2000
  • To develop biodegradable and safe flocculant, Achromobacter sp. HY-66 were isolated from soil. The purified flocculant was composed of fructose and glucose in an approximate molar ratio of 1:24. Molecular weight was approximately 9$\times$105 dalton by Sepharose CL-4B gel filtration chromatography. Elemental analysis revealed that the contents of carbon, hydrogen and oxygen were 37.72%, 5.37% and 56.89%, respectively. The presence of O-H stretching, C-H streching, carboxy ester and C-H bending were confirmed by IR absorption spectrum analysis. We suggest that a bioflocculant produced from Achromobacter sp. YJ-66 is new and different from other bioflocculants.

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Antioxidative Substance Isolated from the Leaf of Zanthoxylum schinifolium

  • Jeong, Chang-Ho;Shim, Ki-Hwan
    • Preventive Nutrition and Food Science
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    • 제13권3호
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    • pp.241-244
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    • 2008
  • Methanol extracts were prepared from Z. schinifolium leaf and successively fractionated with chloroform, butanol, and water. The butanol fraction exhibited the highest antioxidative activities. Therefore the butanol fraction was purified and a chemical structure was identified by $^1H-^{13}C-NMR$ spectra, and FT-IR. The isolated antioxidative substance was identified as quercitrin.

3-Benzylidine/Furfurylidine/(Pyridyl/Thienyl-2'-methylene) imino-5-p-sulphonamido phenyl azo-2-thiohydantoins와 UO2(VI), ZrO(IV) 및 Th(IV) 이온의 동종이핵 착물에 대한 합성 및 특성 (Synthesis and Characterization of Homobinuclear Complexes of UO2(VI), ZrO(IV) and Th(IV) ions with 3-Benzylidine/Furfurylidine/(Pyridyl/Thienyl-2'-methylene) imino-5-p-sulphonamido phenyl azo-2-thiohydantoins)

  • Dash, D.C.;Mahapatra, A.;Naik, P.;Mohapatra, R.K.;Naik, S.K.
    • 대한화학회지
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    • 제55권3호
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    • pp.412-417
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    • 2011
  • [$M_2L(NO_3)_n(H_2O)_m$]의 일반식을 갖는 일련의 동종이핵 착물을 합성하여 원소분석, 열분석, 몰 전기전도도, 자기모멘트 및 분광학적 방법(IR, UV-vis 및 $^1H$-NMR)을 통해 특성을 조사하였다. 이 경우, 일반식에 있어서 M=$UO_2$(VI), ZrO(IV), Th(IV); L=3-benzylidine-imino-5-p-sulphonamido phenyl azo-2-thiohyatoin(bispt), 3-furfurylidine-imino-5-psulphonamido phenyl azo-2-thiohydantoin(fispt),3-pyridyl-2'-methylene-imino-5-p-sulphonamido phenyl azo-2-thiohydantoin (pmispt) 및 3-thienyl-2'-methylene-imino-5-p-sulphoanamido phenyl azo-2-thiohydantoin(tmispt); Th(IV)에 대해서 n=8 그 외의 것에 대해서는 n=4, bispt에 대해서는 m=4 그 외의 것에 대해서는 m=3을 의미한다. 이러한 결과에서 얻은 정보를 통해 리간드들은 4배위를 하는 것으로 확인되었는데, 즉 한 중심금속은azomethine 질소 및 카르보닐 산소에 배위되는 반면, 또 다른 중심금속은 아조 질소 및 thioimido 질소에 배위되어 위의 조성을 갖는 동종이핵 착물을 이룬다. 몇 가지 병원균에 대한 리간드와 그들의 지르코닐 착물의 독성 연구도 수행하였다.

Syntheses and Spectroscopic Studies of Metal-Metal Bonded Complexes (Zr-Fe)

  • Ko, Jae-Jung
    • Bulletin of the Korean Chemical Society
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    • 제7권5호
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    • pp.334-337
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    • 1986
  • The preparation of the metal-metal bonded complex $Cp_2ZrClFeCp(CO)_2$ has been achieved by the reaction of $Cp_2ZrCl_2$ and strong nucleophile $NaFeCp(CO)_2$. The more soluble metal-metal bonded complexes $Cp_2ZrRFeCp(CO)_2(R=CH_3,\;n-C_8H_{17}$) have also been prepared through the reaction of Cp$_{2}$ZrRCl and NaCpFe(CO)$_{2}$. The complexes were characterized by IR, Raman, $^{1}$H NMR and Mass spectra. The complete absorption (100-3800 cm$^{-1}$) spectra for the three metal-metal bonded molecules are reported and the bands of each vibration were assigned.

피크린 산에 의한 항히스타민제의 추출분광광도 정량 (Extraction Spectrophotometric Determination of Antihistamines with Picric Acid)

  • 신태용;엄동옥
    • 약학회지
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    • 제37권2호
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    • pp.119-123
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    • 1993
  • A spectrophotomertic method is proposed for the determination of antihistamines. The method is based on solvent extraction of the ion pair formed between antihistamines and colored picric acid into chloroform. The binding state of antihistamines-picric acid complexes were presumed by IR and $^{1}$H-NMR spectra as intermolecular hydrogen bonding. This method was applicable to the determination of antihistamines in the pharamaceutical preparations.

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