• 생명과학회지
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• 제24권3호
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• pp.242-251
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• 2014

국내에서 자생하는 P. thunbergiana 잎의 메탄올 추출물로부터 사람의 간암세포주, SK-HEP-1에 apoptosis를 유도하는 광과민성물질을 찾기 위해 연구를 시작하였다. Apoptosis를 유도하는 광과민성물질을 순수분리하기 위해 column chromatography법과 TLC법을 이용하였으며, 순수분리한 물질의 구조동정을 위하여 1D-NMR과 2D-NMR 및 FAB-MS분석을 실시하였다. P. thunbergiana 잎으로부터 크로마토그래피법을 이용해 순수분리한 M4-3 화합물의 흡광도를 측정한 결과 410 nm에서 최대 흡수를 보였고, 668, 502, 533, 607 nm에서 흡수 peak가 나타나는 녹색의 물질로 chlorophyll a, b와는 다른 물질이었다. FAB-MS 분석결과와 NMR 분석결과, 분자량 622의 132-hydroxy pheophorbide a methyl ester($C_{36}H_{28}N_2O_6$) 화합물로 porphyrin 환으로부터 Mg이온이 떨어져나간 pheophorbide a유도체화합물로 동정되었다. M4-3화합물을 SK-HEP-1세포에 대한 세포독성을 조사한 결과, 0.04 ${\mu}M$ 농도로 처리한 곳에서는 40% 세포증식 억제효과가 나타났고, 0.08 ${\mu}M$ 농도로 처리한 곳에서는 80% 세포증식 억제효과가 나타나 농도의존적이었다. 그리고 M4-3화합물을 동일한 농도로 처리하고, 광의 조사 유무에 따른 활성차이를 조사한 결과, 광을 조사한 곳에서만 세포독성이 나타났기 때문에 M4-3화합물은 광과민성물질이라는 것을 알 수 있었다. M4-3화합물을 처리하고 세포의 형태학적 변화를 관찰한 결과, 핵이 응축되었고, 소낭이 형성되었으며, DNA 단편화가 일어나는 등 apoptosis의 대표적인 현상들이 일어났기 때문에 M4-3화합물의 세포사멸은 광역학활성에 의한 apoptosis유도로 확인하였다.

• 한국환경농학회지
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• 제15권2호
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• pp.167-178
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• 1996

전보에서 대두(大豆)와 벼의 현탁배양세포(懸濁培養細胞)에서 생성된 PCP의 주요 수용성대사물은 PCP를 비롯한 여러 종류의 염화페놀과 glucose간 ${\beta}-linkage$로 연결된 ${\beta}-glucoside$ 구조를 가질 것으로 추정한 바 있다. 본 연구에서는 conjugates를 가수분해시키지 않는 조건에서 기기적인 방법으로 그 구조를 확인하고자 하였다. Acetyl화(化) 한 glucose conjugates는 aglycones 분석에서 예상한 대로 3종류 이상이 존재하는 것으로 확인할 수 있었으며, 충분히 정제한 각각의 acetyl화(化) 대사물을 FAB-MS로 분석한 결과 분자량과 aglycones part와 관련된 특징적 spectral data 등 conjugates 구조 확인에 필수적인 정보를 얻을 수 있었다. 이러한 구조적 정보와 지금까지의 연구 결과, 즉 현탁배양초기에 생성된 PCP의 glucose conjugates는 ${\beta}-glucosidase$에 의해 특징적으로 가수분해되고, aglycones이 PCP 외에도 tetrachlorophenol 및 tetrachlorocatechol 등이라는 사실을 종합할 때 현탁배양에서 생성된 conjugates는 주로 pentachlorophenyl ${\beta}-D-glucopyranoside$, tetrachlorophenyl ${\beta}-D-gluco$ pyranoside 및 2-hydroxy-3,4,5,6-tetrachlorophenyl ${\beta}-D-glucopyranoside$인 것으로 확인할 수 있었다.

• Journal of Applied Biological Chemistry
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• 제52권2호
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• pp.65-69
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• 2009

본 연구에서는 청목노상 추출물로부터 Helicobacter pylori를 억제하는 물질을 정제 및 동정을 실시하였다. 80% 에탄올 추출물의 페놀성 물질의 함량은 16.1 mg/g으로 측정되었으며, H. pylori 저해활성은 clear zone이 15 mm로 나타났다. 저해물질의 분리는 $C_{18}$ column을 이용하여 분리한 결과 9개의 fraction으로 분리되었으며, H. pylori 저해활성을 나타낸 fraction 7과 8을 MCI-gel CHP-20 column을 이용하여 normal phase type인 ethanol 100%에서 0%로 농도를 감소시키며 10 mL/min의 유속으로 용출한 결과 6개의 단일 물질 분획을 얻을 수 있었다. 그 중 세 가지의 물질이 H. pylori저해활성을 보여 FAB-Mass, $^1H$와 $^{13}C$ NMR과 IR spectrum을 사용하여 구조 동정한 결과 chlorogenic acid, caffeic acid 및 rosmarinic acid인 것으로 확인되었다.

• Journal of Microbiology
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• 제41권3호
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• pp.196-201
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• 2003

The object of this study was to characterize Bacillus strains GB-017 and GB-0356, which produce antifungal substances, especially for plant pathogens. In addition, this study was undertaken to characterize the culture conditions required for the production of antifungal substances and to document some of the properties of the antifungal substance produced by these soil-isolated strains. Strains GB-0365 and GB-017 were found to be bacillus-shaped, gram-positive and motile, and to inhibit Botrytis cineria, Fusarium sp., Pythium sp., and Rhizoctonia solani. Antagonistic activity was maintained up to pH 9.0, and the antifungal activity was stable to heat at 80$^{\circ}C$ for 1 h. Antifungal substances were separated and purified using ion exchange and adsorption columns including WK-I0(H$\^$＋) (pH 7.0), HP20 column (pH 3.0) and IPA (pH 3.0). and IPA. Its UV absorption spectrum showed major peaks at 231 and 259 nm, corresponding to polyene and lactone. A fast atom bombardment mass spectrum (FAB MS) showed a highest peak at 441 m/z and major peaks at 192, 205, and 370 m/z.

• Bulletin of the Korean Chemical Society
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• 제27권7호
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• pp.995-1000
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• 2006

Three new compounds orizaanthracenol (1-methoxyanthracen-2-ol, 1), 1-hydroxy-7-((2S,3R,4R,5S)-2'',3'',4''-trihydroxy-5''-(hydroxymethyl)tetrahydro-2H-pyran-1-yloxy)anthracen- 2-yl 3',7'-dimethyloctanoate (2) and 1-hydroxy-7-((2S,3R,4R,5S)-2'',3'',4''-trihydroxy-5''-(hydroxymethyl)tetrahydro-2H-pyran-1-yloxy)anthracen- 2-yl 3',7',11',15',19'-pentamethyltricosanoate (3) have been isolated and determined from the rice hulls of Oryza sativa. The structures of the compounds were elucidated using 1D and 2D NMR spectral methods, viz: 1H-NMR, 13C-NMR, DEPT, COSY and HSQC, and HMBC aided by IR, EIMS and FAB-MS. These isolated compounds were tested in bioassay on germination of radish to detect their inhibitory activities, in which compound 1 exhibited the most inhibition at the concentration of 40 ppm was 50.96% of total dry weight. Furthermore, germination and growth of radish were reduced by 27 to 48%, and dry weight of shoot and root were arranged from 50 to 52%, whilst compounds 2 and 3 exhibited weak inhibition than 1.

• Preventive Nutrition and Food Science
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• 제2권4호
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• pp.285-290
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• 1997

Previously, a 50% aqueous methanol extract of Galla rhois was shown to be the most potent tyrosinase inhibition activity with an {TEX}$IC_{50}${/TEX}(the concentration causing 50% inhibition of tyrosinase activity) of 0.2mg/ml of 205 crude drug extracts. To isolate tyrosinase inhibitors, the methanol extract was evaporated to a small volume in vacuo, and then partitioned stepwise with benzene and ethyl acetate(EtOAc). the EtOAc fraction was solubilized in 10% MeOH solution, and then fractionated successively by Diaion HP-20 and Sephadex LH-20 column chromatography, and preparative HPLC. Three phenolic compounds were isolated, and characterized as gallic acid(GA), methyl gallate(MG) and 1,2,3,4,6-penta-O-galloyl-$\beta$-D-glucose(PGG) by UV, IR, {TEX}${1}^H${/TEX}-&{TEX}${13}^C${/TEX}-NMR, and FAB-MS spectroscopy, PGG({TEX}$IC_{50}${/TEX}=50$\mu\textrm{g}$/ml) showed a considerable inhibitory effect against mushroom tyrosinase, while GA({TEX}$IC_{50}${/TEX}=1.6mg/ml) and MG({TEX}$IC_{50}${/TEX}=234$\mu\textrm{g}$/ml) did not show an appreciable effect. Meanwhile, MG inhibited greatly melanogenesis in a murine melanocyte cell line, Mel-Ab. MG and PGG showed typical noncompetitive inhibition patterns against mushroom tyrosinase. These results suggest that PGG and MG may be potentially useful as either anti-browning or anti-melanogenic agents in foods and cosmetics.

• 한국염색가공학회지
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• 제21권5호
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• pp.51-57
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• 2009

Since heavy metal pollution is a significant global environmental problem and very dangerous to human health, the improved methods for detecting heavy metals are required recently. Colorimetric chemosensors are now considered as one of the most effective analytical method used in the environment monitoring. New direct dyes having the function of colorimetric chemosensors were synthesized. When metal ions such as $Al^{3+}$, $Ca^{2+}$, $Cd^{2+}$, $Cr^{3+}$, $Cu^{2+}$, $Fe^{2+}$, $Fe^{3+}$, $Hg^{2+}$, $Li^+$, $Mg^{2+}$, $Na^+$, $Ni^{2+}$, $Pb^{2+}$ and $Zn^{2+}$ were added each solution of new direct dyes, the color of solution was changed and can be easily detected with naked eyes without expensive experimental equipment such as atomic absorption spectrometer (AAS) or inductively coupled plasma?mass spectrometer (ICP-MS). The new benzidine analogues were diazotized and reacted with couplers such as H-acid, J-acid, Chromotropic acid, Nevill-winther acid and gamma acid to synthesize new direct dyes. The structures of the new direct dyes were confirmed by high resolution mass spectrometer (FAB ionization) and evaluated with UV-Vis spectroscopy. The UV-VIS spectroscopy was measured for the dye solutions by adding various concentrations of metal ions. It was observed that the absorbance in UV-Vis spectra was changed as the heavy metal ions were added.

• Journal of Microbiology and Biotechnology
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• 제10권4호
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• pp.522-528
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• 2000

A total of about 300 fungal isolates from forest havitats were screened for inhibitors of tobacco mosaic virus (TMV) infection using its local lesion host, Nicotiana tabacum cv. Xanthi nc. Ine of the isolates, 14T, showed a strong activity against TMV infection, and was identified as an Apiocrea sp. based on its morphological characterstics. Rice was an optimum culture medium for its fermentation, and two antiviral compounds, KGT 141 and KGT 142, were resolved from the rice culture through column chromatography, TLC, and HPLC. By NMR and FAB-MS, the two compounds were identified as chrysospermins B (KGT 141) and D (KGT 142), both of which are peptaibols with 19-mer amino acids possessing an acetylated N-terminus and a hydroxy-amino acid (tryptophanol) at the C-terminus. Both compounds showed inhibitory activities against TMV infection, but chrysospermin D showed the stronger activity than chrysospermin B. The former of $100{\;}\mu\textrm{g}/ml$ and 54.7% at $10{\;}\mu\textrm{g}/ml$, respectively. Furthermore, the chrysospermins were highly cytotoxic toward cancer cell lines of PC-3 (prostrate) and K562 (leukemia), and inhibited growth of the Gram-positive bacteria tested, especially the plant pathogenic bacterium Corynebacterium lilium. To the best of our knowledge, this is the first report on the inhibition of plant virus infection by antimicrobial peptaibols.

• 한국미생물·생명공학회지
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• 제25권6호
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• pp.592-597
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• 1997

During the screening of inhibitors against phospholipase C (PLC) and the formation of inositol phosphates (IP$_{t}$) at NIH3T3${\gamma}$1 cells from microbial secondary metabolites, we selected a fungal strain MT60109 which was capable of producing an inhibitor. By the taxonomic studies, this fungus was identified as Pseudallescheria sp. MT60109 and an inhibitor of PLC was purified by BuOH extraction and chromatographic techniques from the culture broth of Pseudallescheria sp. MT60109. The inhibitor was identified as thielavin B by the physico-chemical properties and spectroscopic analysis of UV, FAB-MS, $^{1}$H, $^{13}$C-NMR, $^{1}$H-$^{1}$H COSY and HMBC. Thielavin B showed potent inhibitory activity against PLC purified from bovine brain with an IC$_{50}$ of 20 $\mu$M. And it also inhibited the formation of inositol phosphates in platelet-derived growth factor (PDGF) -stimulated NIH3T3${\gamma}$1 cells with an IC$_{50}$ of 20 $\mu$M.

• Applied Biological Chemistry
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• 제42권4호
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• pp.271-276
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• 1999

새로운 천연물 농약 또는 생산군주를 개발하기 위하여 Streptomyces 속의 여러 균주를 대상으로 항진균 물질을 탐색하여 항진균 물질 생산 균주 Streptomyces hygroscopicus MJM1004를 선발하였다. 항진균 물질의 생산을 위한 발효 배지를 선정하기 위하여 여러 탄소원, 질소원과 무기원을 대상으로 균체 생장 정도와 항진균 물질의 생산성을 조사하였으며, 생산 배지는 2% soybean meal, 1% glucose, 2% starch, 0.3% $CaCO_3$, 0.05% $MgSO_4{\cdot}7H_2O$, 0.05% $K_2HPO_4$를 조성으로 하였다. S. hygroscopicus MJM1004 균주의 균체에서 추출된 항진균 물질은 Candida albicans와 여러 식물 병원성 곰팡이들에 대하여 광범위한 저해 효과를 나타내었다. S. hygroscopicus MJM1004 균체로부터 분리된 항진균 물질, SH-1004를 핵자기공명법($^1H,\;^{13}C$, DQF COSY, HMQC 및 HMBC)을 통하여 분석한 결과 azalomycin F complex 임을 확인할 수 있었다. Positive FAB mass spectrum을 통하여 SH-1004는 azalomycin F4a와 F5a가 1.8 : 1의 비율로 혼합된 물질임을 확인하였다.