• 생약학회지
• /
• 제31권2호
• /
• pp.224-227
• /
• 2000

As part of study of the constituents of bamboo grasses, the leaves of Sasa borealis (Hackel) Makino (Gramineae) were examined. Friedelin, glutinol, isoorientin and isovitexin have been reported as constituents of bamboo grasses. In this study, tricin and two flavone glycosides, tricin $7-O-{\beta}-D-glucopyranoside$ and luteolin $6-C-{\alpha}-L-arabinopyranoside$ have been isolated from EtOAc extract of S. borealis, by consecutive silica gel, Sephadex LH-20 column chromatography and a repetitive HPLC. The structures of these compounds were determined by IR, $^1H-NMR,\;^{13}C-NMR,\;^{13}C-^1H\;COSY,\;^1H-^1H\;COSY,\;HMBC$ and Mass spectral data.

• 생약학회지
• /
• 제31권3호
• /
• pp.306-309
• /
• 2000

Two sesquiterpene lactones were isolated from methanol extracts of the whole plants of Youngia japonica (L.) DC. by the silica gel column chromatography and recrystallization. On the basis of spectrometric studies including $^1H-NMR,\;^{13}C-NMR,\;DEPT,\;^1H-^1H\;COSY,\;^{13}C-^1H\;COSY$, IR and MS, compounds 1 and 2 were identified as derivatives of 10(14)-guaien-12, 6-olide, isoamberboin and isolipidiol, respectively. This is the first report on the isolation of isoamberboin and isolipidiol from Youngia japonica (L.) DC.

• 생약학회지
• /
• 제29권2호
• /
• pp.67-70
• /
• 1998

Two sesquiterpene lactones were isolated from the flowers of Chrysanthemum boreale Makino by the silica gel column chromatography and recrystallization. On the basis of spectrometric studies including $^1H-NMR,\;^{13}C-NMR,\;DEPT,\;^1H-^1H\;COSY,\;{13}C-^1H\;COSY$, IR and Mass, compounds 1 and 2 were identified as germacranolide, tulipinolide and costunolide, respectively. And they showed antibacterial activity against Vibrio parahaemolyticus, Bacillus subtilis, Bacillus cereus and Staphylococcus aureus. This is the first report that Chrysanthemum boreale contained tulipinolide and costunolide.

• Applied Biological Chemistry
• /
• 제40권1호
• /
• pp.85-88
• /
• 1997

Chrysanthemum속(屬) 식물의 성분 및 생리활성물질에 대한 연구의 일환으로, 구절초 꽃의 chloroform 분획물을 재료로 B. subtilis, 및 V. aureus 및 v. parahaemolyticus에 대한 activity-guieded fractionation을 실시하여 항균성 물질 두가지를 얻었다. 항균력실험 결과,화합물I은 $100\;{\mu}g/disk$의 농도에서 세가지균주 모두에 활성이 있었고 화합물 II는 B. subtilis와 V. parahaemolyticus에만 활성이 나타났다. 화합물 I과 화합물 II는 현재 식품보존료로 사용되는 benzoic acid 및 sorbic acid와 비교해볼 때, B. subtilis와 v. perahaemolyticus에 대하여 대략 5배정도 강한 항균력을 나타내었다. $^1H,\;^{13}C\;NMR,\;DEPT,\;^1H-^1H\;COSY,^{13}C-^1H\;COSY$ 및 Mass spectrum 등을 분석한 결과, 화합물 I과 II는 sesquiterpene lactone인 angeloylcumambrin B($C_{20}H_{25}O_5,$ MW=346)와 cumambrin A($C_{17}H_{25}O_5,\;W=346$)로 각각 동정되었으며 이들은 구절초에서는 처음 분리되었다.

• 한국균학회지
• /
• 제24권4호통권79호
• /
• pp.293-304
• /
• 1996

인삼포 토양으로부터 강력한 항진균력을 보이는 KS1 균주를 분리하고 Bacillus subtilis로 동정하였다. 온상시험에서 B. subtilis KS1의 배양액은 오이잿빛곰팡이병, 밀붉은녹병 등의 진균성 농작물병에 대하여 탁월한 방제효과를 나타내었다. 또한, B. subtilis KS1 배양액의 butanol 분획은 Botrytis maydis, Chytridium lagenarium, Candida albicans 등 식물 또는 사람의 병원성 진균을 비롯한 몇몇 진균류에 대하여 억제효과를 나타내었다. 이 균주가 생성하는 항진균물질을 pep-RPC reverse phase column과 ${\mu}$ Bondapak $C_{18}$ reverse phase column을 이용하여 분리 정제하였다. 정제된 항진균물질의 열안정성 및 pH 안정성을 조사한 결과, $-20-121^{\circ}C$와 pH 4.0-10.0의 범위에서 안정하였다. 이 물질의 조성 및 구조적 특징을 HPLC와 $^1H-,\;^1H-^1H-$, COSY, NOESY, COSY-NOESY 및 HOHAHA NMR spectroscopy를 통하여 각각 분석한 결과, B. subtilis가 생산하는 고리형 peptide 중 iturin A에 속하는 물질로 확인되었다. 그러나, 지금까지 알려진 iturin A계 물질들의 ${\beta}$-아미노산에 붙어 있는 탄화수소 사슬이 곁가지가 없거나 terminus 또는 subterminus에 1개의 $CH_3$ 곁가지를 갖는 것과는 달리, SW1의 ${\beta}$-아미노산은 2개의 $-CH_3$ 곁가지가 붙어 있는 탄화수소 사슬을 가짐이 확인되었다.

• 한국식품영양과학회지
• /
• 제24권5호
• /
• pp.702-706
• /
• 1995

A major component(compound A) in the ethylacetate fraction exhibited a strong antimicrobial activity was identified by UV, IR, FABMS and NMR. The compound A showed strong absorbance at 209, 259 and 359nm, indicating a flavonoid ring structure. IR spectrum possessed absorbance of OH at 3400∼3300cm-1, ketone at around 1650cm-1, and aromatic C=C at around 1660cm-1. Molecular weight of the compound A calculated as 478 from the information of m/z 479(M＋H)+ and m/z 477(M-H)+ in the FABMS spectrum. Molecular formula of this compound was found to be C22H22O12 from m/z 479.1220(＋3.1mmu for C22H23O12) of HRFABMS spectrum and from 13C-NMR spectrum. 1H-NMR and 13C-NMR spectra of the compound A revealed aromatic proton and benzene rings. Distortionless enhancement by polarization transfer(DEPT) exhibited that the compound A possessed 10 quaternary carbons and 3 substituted benzene rings including a methoxy group substitution. The compound A was identified as isorhamnetin 3-O-β-glucopyranoside by spectrophotometric methods in conjunction with 1H-1H COSY, 1H-13C COSY and HMBC, which revealed a flavone with OH group at 3, 5, 7, and 4' and methoxy group at 3' positions esterified to glucose.

• 대한화학회지
• /
• 제38권10호
• /
• pp.749-752
• /
• 1994

하와이 Pohnpei에서 채집한 soft coral Sinularia lochmodes로부터 2개의 furanosesquiterpenes인 (5'E)-5-(2',6'-dimethylocta-5',7'-dienyl) furan-3-carboxylic acid (1)와 (1'E,5'E)-5-(2',6'-dimethylocta-l',5',7'-trienyl) furan-3-carboxylic acid (2)가 검출되었다. 이들의 구조를 $^1H$ , $^{13}C$ NMR, Homo-COSY, $^1H$-$^{13}C$ (1 bond) Heteronuclear Multiple Quantum Coherence Spectroscopy (HMQC), $^1H$-$^{13}C$ (2 and 3 bond) Heteronuclear Multiple Bond Coherence Spectroscopy (HMBC), Electron Impact Mass Spectroscopy (EI-ms) 및 Infrared Spectroscopy (IR)에 의해 밝혔다.

• 한국자원식물학회지
• /
• 제19권6호
• /
• pp.655-659
• /
• 2006

Two dineolignans (1,2) with nitric oxide inhibitory activities were isolated from Saururus chinensis (Saururaceae) using silica gel column chromatography. Although the structures, saucernetin-7 (1) and -8 (2), have been already reported, NMR assignment of the two compounds was completed aided by 2D-NMR spectroscopy including $^1H-^1H$ COSY, $^1H-^{13}C$ COSY, HMBC and NOESY NMR spectra. Compounds 1 and 2 exhibited significant nitride oxide inhibitory activity in LPS-induced RAW 264.7 cells with $IC_{50}$ values of $11.3{\mu}M\;and\;7.1{\mu}M$, respectively.

• Archives of Pharmacal Research
• /
• 제21권5호
• /
• pp.591-594
• /
• 1998

The structural analogues of cumambrin B(1, 2, 3, 4) were isolated from the flower of Chrysnathemum boreale Makino. The structures of compounds were determined by two-dimensional $^{1}H-^{1}H$ COSY and $^{13}C-^{1}H$ COSY spectra with the aid of homonuclear and heteronuclear double resonance experiment. The stereochemistry of compounds has been verified from single crystal X-ray diffraction of cumambrin A(2). the antimicrobial activities of these guaianolides have been studied.

• 한국자기공명학회논문지
• /
• 제22권4호
• /
• pp.115-118
• /
• 2018

Dipyrromethane 2 functionalized with 3-chloropropyl group on the meso carbon undergoes an unusual intramolecular electrophilic aromatic substitution reaction in the presence of $NaN_3$ instead of a simple nucleophilic substitution reaction. As a result, a new chiral dipyrromethane 1 was synthesized. In this reaction, the ${\beta}$-carbon of the pyrrole ring functions as a nucleophile while the carbon next to the chlorine atom acts as an electrophile. Interestingly, this reaction progresses even in the absence of an acid catalyst. Compound 1 was fully characterized by $^1H-^1H$ and $^1H-^{13}C$ COSY NMR spectroscopic analyses and the high resolution EI mass spectrometry.