• 생약학회지
• /
• 제30권3호
• /
• pp.280-283
• /
• 1999

Using the bioassay-guided fractionation and isolation technique, two $PLC{\gamma}1$ inhibitors were isolated from the sarcotestas of Ginkgo biloba (Ginkgoaceae). The structures of these compounds were identified as (3R)-(-)-8-hydroxy-3-(6'-pentadecenyl)3,4-dihydroisocoumarin (1) and 3-heptadecen-2-one (2) by UV, IR, MS, $^1H-NMR$, $^{13}C-NMR$ and $^1H-^{13}C\;COSY$. Isolate compounds 1 and 2 have not been reported previously from the sarcotestas of G. biloba and Ginkgoaceae, respectively. In addtion, these compounds showed significant $PLC{\gamma}1$ inhibitory effects with the $IC_{50}$ of the 9.7 (1) and $25.6\;{\mu}M\;(2)$.

• BMB Reports
• /
• 제29권5호
• /
• pp.423-428
• /
• 1996

A superoxide anion radical scavenger isolated from Capsella bursa-pastoris was characterized by infrared (IR) spectroscopy, sugar analysis, ultraviolet (UV) spectroscopy, $^{1}H$ and $^{13}C$ nuclear magnetic resonance (NMR) spectroscopies, and fast atom bombardment (FAB) mass analysis. The compound was assumed to be a flavonoid-O-glycoside from IR spectrum and UV absorption maxima. When the sugar composition of the compound was examined by thin layer chromatography (TLC) and gas chromatography (GC) of the acid hydrolysate, only glucose was detected. According to the results of UV spectrotroscopy by using shift reagents, the compound was supposed to be luteolin (5,7,3',4'-tetrahydroxy flavone) or chrysoeriol (5,7,4'-trihydroxy-3'-methoxy flavone) with glucose. Based on $^{1}H$- and $^{13}C-NMR$ spectroscopies, the compound was deduced as 7,4'-dihydroxy-5,3'-dimethoxy-${\alpha}$-6-c-glucosyl-${\beta}$-2"-o-glucosyl flavone. In FAB mass analysis the compound was finally characterized as 7,4'-dihydroxy-5,3'-dimethoxy-${\alpha}$-6-c-glucosyl-${\beta}$-2"-o-glucosyl flavone ($C_{29}H_{34}O_{16}$, M.W.=638).

• 한국식품영양학회지
• /
• 제34권5호
• /
• pp.553-559
• /
• 2021

The aim of study to investigate the phytochemicals and biological activities the bark of Betula schmidtii. The studies consisted of the solvent extraction, followed by the isolation of phenolic components 1~3 from ethyl acetate-soluble fraction of Betula schmidtii Bark. Their chemical structures were identified as arbutin (1), ρ-coumaric acid (2) and ferulic acid (3) using Ultraviolet-Visible (UV-Vis) Spectrophotometer, Electrospray Ionization Mass Spectrometry (ESI-MS) (negative ion mode), ¹H-Nuclear Magnetic Resonance (NMR), ¹³C-NMR, ¹H-¹H Correlation Spectroscopy (COSY) and ¹H-¹³C Hetero Nuclear Multiple Quantum Correlation (HMQC) spectral data. Compounds 1~3 shows the anti-oxidant effect with IC₅₀ values of 29.74±1.52, 21.32±1.07 and 34.41±1.24 in 1,1-diphenyl-2-picrylhydrazyl (DPPH) free radical scavenging activity, respectively. Also, compounds 1~3 exhibited mushroom tyrosinase inhibitory activity with IC₅₀ values of 31.14±1.07, 42.54±1.46 and 69.22±1.43 µM, respectively.

• Bulletin of the Korean Chemical Society
• /
• 제32권9호
• /
• pp.3382-3388
• /
• 2011

Reaction of barbituric acid (BA), 1,3-dimethyl barbituric acid (DMBA) and 2-thiobarbituric acid (TBA) with cyanogen bromide and aldehydes in the presence of L-(+)-tartaric acid afforded a new route for the synthesis of stable heterocyclic 5-aryl-1H,1'H-spiro[furo[2,3-d]pyrimidine-6,5'-pyrimidine]2,2',4,4',6'(3H,3'H,5H)-pentaones which is a dimeric form of barbiturate (uracil and thiouracil derivative). In the reaction of 1,3-diethyl thiobarbituric acid (DETBA) the Knoevenagel condensation and then Michael adducts were obtained under the same condition. Structure elucidation is carried out by $^1H$ NMR, $^{13}C$ NMR, FT-IR and Mass analyses. Mechanism of the formation is discussed.

• 한국수산과학회지
• /
• 제33권4호
• /
• pp.325-330
• /
• 2000

갈조류의 주성분인 alginate는 다양한 생리적 기능을 가지고 있으나, 고점성과 난용성으로 인하여 식품에의 광범위한 이용에 제한을 받고 있는 실정이다. Alginate가 가지고 있는 고유의 생리적 기능성을 유지 향상시키면서 점성을 줄이고 용해도를 높혀서 alginate의 이용성을 확대할 목적으로 가열에 의한 저분자화를 시도하였다. 즉, 평균분자량이 약 10,000 (HAG-10), 50,000 (HAG-50) 및 100,000 (HAG-100) 정도의 alginate를 제조하여 각 저분자 atginate의 물리${\cdot}$화학적 특성 변화를 검토하였다. 가열에 의한 점도와 평균분자량은 가열시간이 경과할수록 급격히 저하하였으며, 점도와 평균분자량사이에는 서로 밀접한 상관관계 ($r^2=0.955$)를 나타내었다. 가열에 의한 alginate의 block조성비 및 M/G 비율은 가열시간이 경과함에 따라 MM-block은 변화가 없었으나 GG-block은 급격히 저하하였다. 그리고, MG-block은 오히려 완만히 증가하였으며 M/G 비율은 급격히 증가하는 경향을 보였다. 분자량의 감소에 따른 alginate의 분자구조의 변화를 $FT-IR, ^1H-NMR$ 및 $^(13)C-NMR$로 측정한 결과, 가열에 의해 alginate가 저분자화되어도 분자구조의 특징적인 변화는 관찰할 수 없었다.

• Natural Product Sciences
• /
• 제27권2호
• /
• pp.122-127
• /
• 2021

A new steroidal saponin, (23S,24S)-spirosta-5,25(27)-diene-1𝛽,3𝛽,23,24-tetrol 1-O-((2,3-diacetyl-α-L-rhamnopyranosyl)-(1→2)-[𝛽-D-xylopyranosyl-(1→3)]-α-L-arabinopyranoside)-24-O-𝛽-D-glucopyranoside (humilisoside) together with the known 𝛽-sitosterol 3-O-glucopyranoside, adenosine, dioscin, and methylprotodioscin were isolated from the leaves of Dracaena humilis. Their structures were elucidated by spectral techniques including mass spectrometry (ESIMS, HRESIMS, tandem MS-MS), 1D NMR (¹H, ¹³C NMR), 2D NMR (HSQC, ¹H-¹H COSY, HMBC, NOESY), chemical method as well as by comparison with spectroscopic data reported in the literature. The chemotaxonomic significance of the isolation of these compounds is discussed. This is the first report on the phytochemical investigation of D. humilis.

• Bulletin of the Korean Chemical Society
• /
• 제15권9호
• /
• pp.777-781
• /
• 1994

Three humic acids (HA) and one fulvic acid (FA) are extracted from soils of the Okch'on Basin (Koyesan, Yongkwang and Taejon), and are purified and characterized using $^1H,\;^{13}C$ NMR, and IR spectroscopic methods. The results are compared with one another and with commerical humic acid (Aldrich Co) and aquatic humic acid from Gorleben underground aquifer in Germany. The IR and $^1H\;and\;^{13}C$ NMR spectral features are found to be nearly identical, suggesting that humic substances formed in the Okch'on Basin have quite similar chemical properties. These humic substances from Okch'on Basin soils have undergone low degree of aromatic condensation and have high contents of aliphatic functionalities including carbohydrates.

• BMB Reports
• /
• 제38권2호
• /
• pp.243-247
• /
• 2005

Dishevelled (Dvl) is a positive regulator of the canonical Wnt signaling pathway, which regulates the levels of $\beta$-catenin. The $\beta$-catenin oncoprotein depends upon the association of Dvl and Axin proteins through their DIX domains, and its accumulation directs the expression of specific developmental-related genes at the nucleus. Here, the $^1H$, $^{13}C$, and $^{15}N$ resonances of the human Dishevelled 2 DIX domain are assigned using heteronuclear nuclear magnetic resonance (NMR) spectroscopy. In addition, helical and extended elements are identified based on the NMR data. The results establish a structural context for characterizing the actin and phospholipid interactions and binding sites of this novel domain, and provide insights into its role in protein localization to stress fibers and cytoplasmic vesicles during Wnt signaling.

• 대한화학회지
• /
• 제38권1호
• /
• pp.41-49
• /
• 1994

Pb(II)이온과 질소-산소 주개 거대고리 리간드인 1,13-diaza-3,4 : $1011-dibenzo-59-dioxacyclohexa-decane(NtnOtnH_4)$, 1,15-diaza-3,4 : $1213-dibenzo-5811-trioxacycloheptadecane(NenOdienH_4)$, 및 1,15-diaza-3,4 : $1213-dibenzo-5811-trioxacyclooctadecane(NtnOdienH_4)$간의, 착물 형성 반응에서 Pb(II)이온에 대한 교환 반응 메카니즘을 $^{207}Pb-NMR$분광법을 사용하여 N,N'-dimethylformamide(DMF)용액에서 조사하였다. $Pb(II)-NtnOtnH_4$계에서는 주로 회합-해리 메카니즘에 의해 교환 반응이 진행되고 있었으며 $Pb(II)-NtnOdienH_4계$의 경우, $-5^{\circ}C$ 이하의 온도 영역에서는 이분자 교환 메카니즘으로, $+5^{\circ}C$ 이상의 온도영역에서는 회합-해리 메카니즘과 이분자 교환 메카니즘이 동시에 교환 반응에 영향을 미치고 있다. 또한 해리 반응에 대한 활성화 에너지는 $NtnOdienH_4\;<\;NtnOtnH_4\;<\;NenOdienH_4$의 순으로 착물의 안정도 상수와는 반대의 순이었다.

• Bulletin of the Korean Chemical Society
• /
• 제7권6호
• /
• pp.433-438
• /
• 1986

Two new types of NMR shift reagents, one giving dipolar-only and the other giving contact-only shifts, can be prepared simply by mixing two appropriate $Ln(fod)_3$(Ln = Pr, Nd, Eu, and Yb) reagents in certain ratios. The $^1H$ and $^{13}C$ NMR spectra of pyridine-type substrates, quinoline and isoquinoline, whose paramagnetic shifts are normally a composite of contact and dipolar contributions with single lanthanide shift reagents, show the feasibility of this approach.