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2,5-Diarylisoxazolidin-3-ones의 합성에 관한 연구
서영완,문광율,이윤영,김경태,Youngwan Seo,Kwang Ryul Mun,Youn Young Lee,Kyongtae Kim 대한화학회 1992 대한화학회지 Vol.36 No.3
염화 삼메틸규소를 첨가하지 않고 에테르나 사염화탄소 중의 3-Aryl-3-bromopropanoyl chloride를 상온에서 2당량의 히드록실아민과 반응시켜 2,5-diarylisoxazolidin-3-ones 을 좋은 수율로 얻을 수 있었다. 그러나 $0^{\circ}C$에서 3-bromohydrocinnamoyl chloride 는 2당량의 벤질히드록실아민과 반응하여 N-benzyl-3-bromo-3-phenylpropanohydroxamic acid (72%) 와 N-benzyl-C-phenylnitrone (12%)을 생성하며 같은 조건하에서 3당량의 벤질히드록실아민을 사용하면 3-phenylisoxazolidin-5-one (41%) 과 2-benzyl-S-phenyl-isoxzolidin-3-one (38%)이 생성된다. 3-Aryl-3-bromopropanoyl chloride in either ether or carbon tetrachloride reacted with 2 equiv. of hydroxylamine in the absence of trimethylsilyl chloride at ambient temperature to give directly 2,5-diarylisoxazolidin-3-ones in good yields. However, when 3-benzylhydroxylamine at $0^{\circ}C$, N-benzyl-3-bromo-3-phenylpropanohydroxamic acid (72%) and N-benzyl-C-phenylnitrone (12%) were obtained. On the contrary, 3-phenylisoxazolidin-5-one (41%) and 2-benzyl-S-phenyl-isoxzolidin-3-one (38%) were obtained when 3 equiv. of benzylhydroxylamine was used under the same conditions.
Two Biophenolic Glycosides from Portulaca oleracea
서영완,신종헌,이범종,이동석,Youngwan Seo,Jongheon Shin,Burm Jong Lee,Dong Seok Lee Korean Chemical Society 2003 대한화학회지 Vol.47 No.1
우리나라에 널리 분포하며 오래 동안 약용으로 사용되어 온 쇠비름으로부터 페놀 글리코시드인 3-hydroxy-1(2-hydroxyethyl)phenyl-4-O-${\beta}$-D-glucopyranoside(1)과 2-(3,4-dihydroxyphenyl)ethyl-O-${\beta}$-D-glucopyranoside (2)를 칼럼 크로마토그래피 및 역상 HPLC로 분리하였으며, NOESY, HMQC, HMBC와 같은 이차원적인 NMR 분광실험에 의해서 이 물질들의 $^{13}C$ NMR 분광 데이터 값의 지정이 수정되었다. DPPH를 이용하여 이 물질들의 항산화 활성을 측정한 결과 주목할 만한 활성을 나타내었다. From Portulaca oleracea which is widely distributed in Korea and has long been used as a folk medicine, two biophenolic glycosides, 3-hydroxy-1-(2-hydroxyethyl)phenyl-4-O-${\beta}$-D-glucopyranoside (1) and 2-(3,4-dihydroxyphenyl) ethyl-O-${\beta}$-D-glucopyranoside (2) were isolated using column chromatography and reversed-phase HPLC. $^{13}C$ NMR spectral assignment for these compounds was revised by the extensive 2-D NMR experiments such as NOESY, HMQC, and HMBC. These compounds showed a considerable antioxidant effect in DPPH assay system.
짝잎모자반(Sargassum hemiphyllum)의 암세포주 증식 억제 및 항산화 효과
최형주(Hyung-Ju Choi),서영완(Youngwan Seo),임선영(Sun-Young Lim) 한국생명과학회 2007 생명과학회지 Vol.17 No.11
본 연구에서는 갈조류에 속하는 짝잎모자반을 용매별로 추출하여 인체 위암 및 결장암세포에 대한 증식 억제 및 지질 과산화물 생성 억제효과에 대해 검토하고자 하였다. Acetone/methylene chloride 추출물(A+M) 및 methanol 추출물(MeOH)을 인체 위암세포에 처리했을 때 농도 의존적으로 암세포 증식을 억제하였고(P<0.05), MeOH 추출물의 경우 인체 결장암 세포에 비해 위암세포에 대한 증식 억제효과가 높았다. 분획물들인 hexane, BuOH, 85% MeOH, water 분획물을 5 ㎎/ml의 농도로 인체 위암 및 결장암세포에 처리했을 때 암세포의 성장을 크게 억제시켰으며(P<0.05) 위암세포와 비교해 볼 때 결장암 세포에서 보다 높은 암세포 증식 억제효과를 보였다. A+M 추출물 및 MeOH 추출물과 각 분획물들을 10㎎/ml의 농도로 HT-1080 섬유육종 세포에 처리하였을 때, 지질 과산화물의 생성을 억제시키는 활성을 나타내었다(p<0.05). A+M 추출물과 MeOH 추출물 처리군은 blank군과 control군과 비교하였을 때, 측정 시간 120분 동안 계속적으로 높은 세포 내 지질 과산화물 생성 억제 능력을 나타내었으며(p<0.05), BuOH 및 hexane 분획물들을 처리한 경우에서는 A+M 추출물과 MeOH 추출물 처리군들보다는 다소 낮은 활성을 나타내지만, control군에 비해 지질 과산화물의 증가율이 현저히 낮았음을 관찰할 수 있다(p<0.05). 이상의 결과로부터 짝잎모자반의 추출물 및 각 분회물들은 인체 암세포의 증식을 크게 억제하였으며 지질 과산화물 생성을 억제시켜 우수한 산화 방지 효과가 있음을 확인할 수가 있었다. This study was carried out to determine the inhibitory effects of solvent extracts from Sargassum hemiphyllum on growth of cancer cell lines (AGS human gastric adenocarcinoma and HT-29 human colon cancer cells) and production of lipid peroxides. Inhibitory effects of acetone with methylene chloride extract from S. hemiphyllum on the growth of AGS and HT-29 cancer cells were increased as dose dependent patterns (p<0.05). The methanol extract was more effective on inhibition of growth of AGS. The treatments of hexane, 85% aq. methanol, butanol and water fractions significantly inhibited the growth of cancer cells (p<0.05) and the inhibitory effect was stronger in HT-29. In DCFH-DA (dichlorodihydrofluorescin diacetate) assay, acetone with methylene chloride and methanol extracts showed a stronger inhibitory effect on the production of cellular lipid peroxides (p<0.05) compared with the butanol and hexane fractions. These results indicate that the consumption of S. hemiphyllum may be recommended as a potent functional food for preventing cellular oxidation and cancer.
항산화 기능 사료첨가제가 조피볼락(Sebastes schlegelii)의 성장, 체조성, 혈액성상 및 세균 공격성에 미치는 영향
윤아영 ( Ahyeong Yun ),김희성 ( Hee Sung Kim ),서영완 ( Youngwan Seo ),조성환 ( Sung Hwoan Cho ),배준영 ( Jun Young Bae ) 한국수산과학회(구 한국수산학회) 2016 한국수산과학회지 Vol.49 No.3
The effects of dietary antioxidant [saltwort (SW), leek (LK), and dandelion (DD)] supplementation on the growth, body composition, serum chemistry, and challenge test results of juvenile rockfish, Sebastes schlegelii, were determined. In an experiment, 320 fish were randomly distributed into eight, 50-L flow-through tanks (40 fish per tank). Four experimental diets were prepared: the control diet (Con) with synthetic antioxidant: and diets with SW, LK, or DD from natural sources. Each diet was randomly assigned to duplicate tanks of fish, which were hand-fed to satiation twice daily for 8 weeks. After the 8-week feeding trial, 20 fish from each tank were artificially infected with Streptococcus iniae and monitored for 6 days. The dietary additives did not affect survival, weight gain, specific growth rate, feed efficiency (FE), protein efficiency ratio (PER), or plasma chemistry. However, the cumulative mortality of fish fed the SW, LK and DD diets was lower than that of fish fed the control diet beginning 4 days after infection. In conclusion, dietary supplementation with SW, LK, and DD did not affect the growth, FE, PER, or plasma chemistry of rockfish. However, dietary inclusion of SW, LK, and DD lowered the mortality of rockfish following infection with S. iniae.
김호준(Hojun Kim),공창숙(Chang-Suk Kong),서영완(Youngwan Seo) 한국생물공학회 2017 KSBB Journal Vol.32 No.4
In this study, Ligustrum japonicum fructus was studied for its ability to inhibit MMP-2 and -9 using gelatin zymography and RT-PCR in Phorbol 12-myristate 13-acetate (PMA)-induced HT1080 fibrosarcoma cells. Ligustrum japonicum fructus was extracted twice with dichloromethane (CH₂Cl₂) and methanol (MeOH) in turn. The combined crude extracts (CH₂Cl₂ and MeOH) of Ligustrum japonicum fructus showed a significant inhibitory effect on MMP-2 and -9 activities in gelatin zymography. The combined crude extracts were partitioned between CH₂Cl₂ and water. The organic layer was further partitioned between 85% aq.MeOH and n-hexane, and then the aqueous layer was fractionated with n-butanol (n-BuOH) and water, successively. Among all solvent fractions, n-BuOH and 85% aq.MeOH fractions showed the potent inhibitory effect on MMP-2 and -9 in gelatin zymography. In PMA-treated HT-1080 cells, mRNA expression of MMP-2/-9 was also greatly inhibited in the n-BuOH and 85% aq.MeOH fractions. In conclusion, these findings suggested that Ligustrum japonicum fructus can be used as a potential source of promising anti-invasive agent.
홍게 (Chionoecetes japonicas Rathbun) 껍질 색소의 항산화 활성 및 Nitric Oxide 생성억제 효과
박병주(Byungju Park),백승오(Seung Oh Baek),송영선(Young-Sun Song),서영완(Youngwan Seo) 한국생물공학회 2014 KSBB Journal Vol.29 No.5
In the present study, antioxidant activities of two crude pigments (acetone and MeOH) and their solvent fractions (n-hexane, 85% aq.MeOH, n-BuOH, and water fractions) from red crab shell were evaluated by measuring 1,1- diphenyl-2-picryl hydrazyl (DPPH), peroxynitrites, and degree of production of reactive oxygen species (ROS) in HT 1080 cells as well as the extent of oxidative damage of genomic DNA purified from HT 1080 cells. From comparative analysis, 85% aq.MeOH fraction showed the strongest scavenging effect on both peroxynitrite in vitro and intracellular ROS in HT 1080 cells. Protective activities of these samples against hydroxyl radical-mediated genomic DNA damage were also investigated. 85% aq.MeOH and n-BuOH fractions significantly inhibited oxidative damage of purified genomic DNA. On the other hand, we investigated their inhibitory effects on nitric oxide (NO) production in lipopolysaccharide (LPS)- stimulated Raw 264.7 cells. All samples significantly reduced NO production. Among the samples, n-hexane and water solvent fractions most effectively inhibited NO.