• Journal of Applied Biological Chemistry
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• 제64권4호
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• pp.343-349
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• 2021

천궁의 근경을 EeOH 수용액으로 추출하였으며, 얻어진 추출물을 용매계통분획방법을 이용하여 EtOAc 분획, n-BuOH 분획 및 물 분획으로 나누었다. EtOAc 분획과 n-BuOH 분획에 대하여 silica gel, octadecyl silica gel 및 Sephadex LH-20을 정지상으로 사용하여 칼럼크로마토그래피를 반복 수행한 결과 5종의 lipid를 분리하였다. 5종 화합물은 IR, MS 및 NMR 데이터를 해석하여 각각 methyl linoleate (1), linoleic aicd (2) 6-linoleoyl-𝛼-D-glucopyranosyl 𝛽-D-fructofuranoside (3), 1-linolenoyl-3-(𝛼-D-galactopyranosyl (1→6)-𝛽-D-galactopyranosyl) glycerol(4) 및 1-linoleoyl-3-(𝛼-D-galactopyranosyl (1→6)-𝛽-D-galactopyranosyl) glycerol (5)로 구조동정하였다, 화합물 1과 3-5는 천궁에서는 이번 연구에서 처음 분리되었다. 또한 화합물 1과 2의 경우 NMR 데이터가 완전하지 않거나, 문헌에 따라 서로 다르게 보고되어 있으나, 이번에 2-D NMR 등을 자세히 검토하여 모든 탄소 및 수소에 대한 데이터를 확실하게 동정하였다. Sucrose와 지방산 복합체인 화합물 3과 digalactosyl monoglyceride인 화합물 4와 5는 현재까지 천연에서 매우 드물게 보고되어 있다. 보고된 지질화합물들의 면역증강, 항암활성 등을 통해, 천궁 근경의 다양한 약리활성 소재로서의 가능성을 기대할 수 있다.

• 한국응용과학기술학회지
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• 제36권1호
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• pp.84-89
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• 2019

대장균 효소 ${\beta}$-gal를 이용하여 합성된 BzO-gal의 분자구조를 NMR ($^1H$-와 $^{13}C$-)과 고성능 mass spectrometry를 이용하여 분석하였다. BzO-gal은 $^1H$ NMR에서 14개의 proton으로부터 12개의 피크를 나타내었다. 방향족 고리에서 오는 5개의 proton 피크와 벤질기의 $CH_2$에서 오는 2개의 proton 피크는 벤질알코올이 존재함을 나타낸다. 지방족 사슬 영역인 ${\delta}_H$ 4.32 ~ 3.46 ppm에서 나타나는 7개의 proton 피크로부터 단당류가 도입되었음을 확인할 수 있었다. $^{13}C$ NMR 스팩트럼에서 나타난 11개의 carbon 피크도 또한 벤질알코올에 단당이 도입되었음을 나타낸다. BzO-gal의 분자량을 확인하기 위하여 mass spectrometry 로 분석한 결과 m/z가 293.0994인 BzO-gal의 sodium adduct ion($[M+Na]^+$)을 확인할 수 있었다. 이러한 결과를 바탕으로 세포독성이 감소된 첨가물 개발을 기대하고 있으며, 추가적인 후속연구를 진행할 예정이다.

• Applied Biological Chemistry
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• 제42권4호
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• pp.351-355
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• 1999

갈화로부터 항치매 효과를 기대할 수 있는 prolyl endopeptidase(PEP) 저해제를 분리하기 위하여 갈화의 methanol 추출물을 chloroform 및 ethyl acetate로 분배추출 후 chloroform 가용성 분획에 대하여 silica gel, Sephadex LH-20 column chromatography 및 RP-HPLC를 행한 결과, $FeCl_3$,에 양성 반음을 나타내는 4종의 화합물을 얻었다. 이들을 $^1H-$, $^{13}C-$, $^2D-NMR$ 및 MS 등을 이용하여 분석한 결과, 각각 tectorigenin, genistein, 5,7-dihydroxy-4',6-dimethoxyisoflavone, 5-hydroxy-6,7,4'-trimethoxyisoflavone으로 동정하었으며 HMBC, HMQC를 통하여 $^{13}C-NMR$ signal들을 assign함으로써 기 보고된 data들의 오류를 바로잡았다. PEP에 대한 이 화합물들의 $IC_{50}$값은 각각 5.30 ppm$(17.7\;{\mu}M)$, 10.39 ppm$(38.5\;{\mu}M)$, 13.92 ppm$(44.3\;{\mu}M)$, 20.61 ppm$(62.8\;{\mu}M)$이었다.

• 한국자기공명학회논문지
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• 제25권4호
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• pp.58-63
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• 2021

Apolipoprotein B-100 (apo B-100), the main protein component that makes up LDL (Low density lipoprotein), consists of 4,536 amino acids and serves to combine with the LDL receptor. The oxidized LDL peptides by malondialdehyde (MDA) or acetylation in vivo act as immunoglobulin (Ig) antigens and peptide groups were classified into 7 peptide groups with subsequent 20 amino acids (P1-P302). The biomimetic peptide P143 (IALDD AKINF NEKLS QLQTY) out of C-group peptides carrying the highest value of IgG antigens were selected for structural studies that may provide antigen specificity. Experimental results show that P143 has β-sheet in Ile[1]-Asn[9] and α-helice in Gln[16]-Tyr[20] structure. Homonuclear 2D-NMR (COSY, TOCSY, NOESY) experiments were carried out for NMR signal assignments and structure determination for P143. On the basis of these completely assigned NMR spectra and proton distance information, distance geometry (DG) and molecular dynamic (MD) were carried out to determine the structures of P143. The proposed structure was selected by comparisons between experimental NOE spectra and back-calculated 2D NOE results from determined structure showing acceptable agreement. The total Root-Mean-Square-Deviation (RMSD) value of P143 obtained upon superposition of all atoms were in the set range. The solution state P143 has a mixed structure of pseudo α-helix and β-turn(Phe[10] to Glu[12]). These results are well consistent with calculated structure from experimental data of NOE spectra. Structural studies based on NMR may contribute to the prevent oxidation studies of atherosclerosis and observed conformational characteristics of apo B-100 in LDL using monoclonal antibodies.

• 생약학회지
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• 제26권3호
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• pp.248-252
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• 1995

Five phenolic compounds were isolated from the MeCOEt extract of Frullania nisquallensis (Jubulaceae), namely methyl 2,4-dihydroxy-3,6-dimethylbenzoate, methyl 2,4-dihydroxy-6-methylbenzoate, acacetin, betuletol, and pectolinaringenin. Revised ${13}^C-NMR$ data of methyl 2,4-dihydroxy-6-methylbenzoate and betuletol are reported.

• Bulletin of the Korean Chemical Society
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• 제27권9호
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• pp.1397-1400
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• 2006

A detailed spectroscopic study ($^1H$ NMR, COSY, ROESY) of complexation of venlafaxine hydrochloride (VEN) with $\beta$-cyclodextrin ($\beta$--CD) was carried out in solution. The stoichiometry of the complex was determined to be 1 : 1 and penetration of aromatic ring into $\beta$-Cyclodextrin cavity was confirmed from primary rim side, with the help of ROESY spectral data. The structure of the venlafaxine hydrochloride-$\beta$-CD complex has been proposed. The association constant was determined to be 234 $M^{-1}$.

• 한국자기공명학회논문지
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• 제11권1호
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• pp.1-9
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• 2007

An unequal site exchanging system induced by restricted rotation of 9-methyl group in 1,8-dichloro-9-triptycene has been studied by spin-lattice relaxation and 2D-EXSY experiments. The exchange rate obtained from relaxation studies is very well coincident to the result of line shape analysis, and the difference of the relaxation times ($T_1$) in two different sites has an important role to analyze 2D-EXSY experimental data.

• 한국자기공명학회논문지
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• 제7권1호
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• pp.55-61
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• 2003

Sarcotragins C(1) and D(2), two novel compounds, have been isolated from the sponge Sarcotragus sp. collected from Jaeju Island, Korea. The structures of these compounds have been determined to be linear sesterterpene alkaloids on the basis of combined 1D and 2D NMR experiments. The stereochemistry involved was established by comparison of the NMR data with those reported for a similar compound.

• 한국결정학회지
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• 제12권1호
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• pp.10-13
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• 2001

Compound PdCl₂(PhCN)₂(1) reacted with tert-butylamine(t-BuNH₂) to give trans-[PdCl₂(t-BuNH₂)₂] (2) Compound 2 was characterized by spectroscopy (¹H-NMR, /sup 13/C{¹H}-NMR, and IR) and X-ray diffraction. Crystallographic data for f2: monoclinic space group p2₁/c, a=6.298(1)Å, b=20.740(2)Å, c=10.731(1)Å, β=92.58(1)°, Z=4, R(wR₂)=0.0207(0.0543).

• Archives of Pharmacal Research
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• 제14권2호
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• pp.160-164
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• 1991

The existence in nature of two isomers of 28-nortriterpenes is known. One is normal D/E cis form and the other is $17\alpha$-hydrogen D/E trans form. Since the latter cannot exist with ring D in the chair conformation, the chiroptical method is not applicable to determination of the absolute configuration. The stereochemical assignment would now be made by NMR data. Confirmation of this view could be provided by the synthesis of $3\beta, 21\beta-{dihydroxy-16-keto-28-nor-17}\alpha, \;18\beta-{olean-12-ene}$ as a model compound.