• 약학회지
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• 제39권1호
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• pp.41-47
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• 1995

An efficient and stereoselective synthetic route to the trisubstituted hydroxy cyclopentane as an useful synthetic intermediate for carbaprostacyclin is described. Pd(0)-mediated intramolecular alkylation of allylic carbonate has been employed as a key reaction.

• Bulletin of the Korean Chemical Society
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• 제35권9호
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• pp.2649-2654
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• 2014

Synthesis of north-5'-methylbicyclo[3.1.0]hexyl adenine and hypoxanthine nucleosides with an ethenyl group at C3' position was successfully achieved by a highly facile method. Methylbicyclo[3.1.0]hexanone (${\pm}$)-7 with three contiguous chiral centers and its epimer (${\pm}$)-6 was remarkably simply constructed only by four steps involving a carbenoid insertion reaction in the presence of rhodium (II) acetate dimer as a metal catalyst, giving a correct relative stereochemistry of the generated three chiral centers. Due to steric hindrance from the concave face of the bicyclo[3.1.0]hexanone system, a Grignard reaction of (${\pm}$)-7 with ethenylmagnesium bromide showed exclusive diastereoselectivity towards the b-face. The Grignard reaction chemoselectively proceeded without reacting with ester functionality. Coupling reaction of glycosyl donor (${\pm}$)-11 with 6-chloropurine nucleobase afforded only the desired $N^9$-alkylated nucleoside without the formation of $N^7$-regioisomer. By the conventional method, 6-chloro group was converted into 6-amino and 6-hydroxy groups to give the desired adenine and hypoxanthine bicyclo[3.1.0]hexyl carbanucleosides with 3'-ethenyl group, respectively.

• Journal of Microbiology and Biotechnology
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• 제16권4호
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• pp.637-638
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• 2006

Bioassay-guided fractionation of an organic extract of the culture broth from an unidentified marine-derived fungus led to the isolation of a new metabolite, N-[2-(4-hydroxyphenyl) acetyl]formamide (1), along with four known polyketides, 4-hydroxyphenyl acetamide (2), 4-hydroxyphenyl acetic acid (3), 3,4-dihydroxyphenyl acetic acid (4), and N-[2-(4-hydroxyphenyl)ethenyl]formamide (5). The structures of 1-5 were elucidated by spectral data analyses. Among them, compounds 1, 4, and 5 exhibited significant radical scavenging activity against 1, 1-diphenyl-2-picrylhydrazyl (DPPH) with $IC_{50}$ values of 8.4, 11.9, and $0.2{\mu}M$, respectively.

• 약학회지
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• 제30권5호
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• pp.245-252
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• 1986

Various structural analogs of higenamine, 1-(4'-hydroxylbenzyl)-6,7-dihydroxy-1, 2, 3, 4-tetrahydroisoquinoline, were synthesized and their inhibitory activities against platelet aggregation induced by either arachidonic acid, ADP or collagen. Among the twenty-five compounds tested, inhibitory activity is favored by the 3, 4-dihydroisoquinoline system with the methyl bridge between the two aromatic rings replaced by either ethyl or ethenyl group. N-Methyl quaternization decreased the inhibitory activities. * 이논문의 내용중 편집상의 오류가 있습니다. 그에대한 정오표는 v.31, n.1의 45p.에 있습니다.

• Journal of Ginseng Research
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• 제14권1호
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• pp.27-29
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• 1990

A Polyphenolic Compound was isolated from ethyl acetate fraction of Panax ginseng. And the chemical structure of its permethyl ether was suggested as 6-[2(3,4-dimethoxyphenyl)ethenyl]-5-(3,4-dimethoxyphenyl)2,8,10-trimethoxybenzo[a] xanthen-9-one by spectroscopic and chemical degradative evidences.

• 한국응용약물학회:학술대회논문집
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• 한국응용약물학회 1994년도 춘계학술대회 and 제3회 신약개발 연구발표회
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• pp.215-215
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• 1994

PGI$_2$ 안정한 구조를 갖는 carbaprostacyclin 및 그 structural analog들을 입체 선택적으로 합성하고, 혈관 순환 개선제로 발전시키고자 중요한 합성 중간체이며 광학활성을 갖는 5-ethenyl-3-hydroxy cyclopentane carboxylate를 합성하였다. 반응의 핵심 단계는 butyrolactone moiety를 갖는 allylic carbonate를 Pd(0)촉매하에서 환화시킨 후, 정교한desulfonation에 이온 lactone의 개열 단계를포함한다.

• 한국연초학회지
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• 제19권2호
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• pp.151-158
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• 1997

Burley leaf tobacco extracts has been heated at loot for 2 hours and changes in non-volatile fructosazines and volatile components were investigated. Major changes for the heat treatment with corn syrup of burley leaf tobacco extracts were as follows, increases in the contents of 2,5-deoxyfructosazine and 2,5-fructosazine that is produce for the heating reaction of sugar and ammonia, production of pyraEine compounds, such as 2,6-dimethyl pyrazine,2,4-dimethyl pyrazine, ethrnyl pyrazine, methylethyl pyraxine, trimethyl pyrazine, 2-ethenyl-5-methyl pyrazine, 2-acetyl parazine and 2-acetyl-3-methyl pyrazine, increases in the content of furfuryl alcohol derived from sugar degrad ation, production of 2,5-dimethyl-4-hydroxy-3(2H)-furanone and 2,3-dihydro-3,5-dihydroxy-6-methyl-4H-pyran-4-one derived from thermal degradation of Amadori compounds.

• Natural Product Sciences
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• 제23권1호
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• pp.16-20
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• 2017

In a continuing study of the fermented noni (Morinda citrifolia) juice exudates, five compounds, heptanyl $2-O-{\beta}-{\small{D}}-xylofuranosyl-(1{\rightarrow}6)-{\beta}-{\small{D}}-glucopyranoside$ (1), n-butyl ${\beta}-{\small{D}}-glucopyranoside$ (2), (1S)-(3-ethenyl-phenyl)-1,2-ethanediol (3), (2S)-2-hydroxybutanedioic acid (4), and daucosterol (5) were isolated from the buthanol partition of the extract. The structures of the isolates were identified by 1D and 2D NMR, and MS experiments, as well as by comparison of their data with the published values. Among the isolates, compounds 1 - 3 were isolated for the first time from the plant species. The isolated compounds were evaluated for their cancer chemopreventive potential based on their ability to inhibit nitric oxide (NO) production and tumor necrosis factor alpha ($TNF-{\alpha}$)-induced $NF-{\kappa}B$ activity, and quinonone reductase-1 (QR1)-inducing effect.

• 원예과학기술지
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• 제31권5호
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• pp.590-597
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• 2013

장미 꽃의 향기정도에 따른 주요성분과 향기발산 위치를 구명하기 위하여 본 연구를 수행하였다. 향기정도는 약한 품종('필립'과 '비너스베리'), 중간 선발계통('GR07-135') 및 강한 품종('허니블루') 3수준으로 구분되었다. 품종과 선발계통 별 주요 향기성분은 '필립'은 3,5-dimethoxytoluene(DMT)와 benzene,1,3,5-trimethoxy 성분이었으며, '비너스베리'는 megastigma-4,6(Z),8(E)-triene 성분이었고, 'GR07-135'는 DMT, benzene,1-ethenyl-4-methoxy 및 phenylethylalcohol 성분이었으며, '허니블루'는 germacrene-D와 DMT 성분이었다. 향축면 표피세포는 원추형의 유두상 돌기 모양이 있었고 배축면 표피세포는 편평한 모양이었다. 3품종과 1선발계통 모두 두꺼운 세포벽이 있었고, '허니블루'를 제외한 2품종과 1선발계통은 왁스로 덮인 큐티클층이 있었다. 향축면 표피세포에 '필립'은 전분립이, '비너스베리'는 오스미움 소체가, 'GR07-135'은 전분립, 색소체 및 액포가, '허니블루'는 색소체낭, 색소체 및 액포가 있었다. 결과적으로 방향성 장미 꽃 향기의 주요성분은 품종에 따라 달랐으며, 생성과 발산은 유두돌기가 있는 향축면 표피 세포내의 색소체와 액포가 관련되어 있었다.

• Bulletin of the Korean Chemical Society
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• 제33권2호
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• pp.629-635
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• 2012

Two novel conjugated copolymers utilizing 4,7-dithien-2-yl-2,1,3-benzothiadiazole (DTBT) coupled with cyano (-CN) substituted vinylene, as the electron deficient moeity, have been synthesized and evaluated in bulk heterojunction solar cell. The electron deficient moeity was coupled with carbazole and fluorene unit by Knoevenagel condition to provide poly(bis-2,7-((Z)-1-cyano-2-(5-(7-(2-thienyl)-2,1,3-benzothiadiazol-4-yl)-2-thienyl)ethenyl)-alt-9-(1-octylnonyl)-9H-carbazol-2-yl-2-butenenitrile) (PCVCNDTBT) and poly(bis-2,7-((Z)-1-cyano-2-(5-(7-(2-thienyl)-2,1,3-benzothiadiazol-4-yl)-2-thienyl)ethenyl)-alt-9,9-dihexyl-9H-fluoren-2-yl) (PFVCNDTBT). The optical band gaps of PCVCNDTBT (1.74 eV) and PFVCNDTBT (1.80 eV) are lower than those of PCDTBT (1.88 eV) and PFVDTBT (2.13 eV), which is advantageous to provide better coverage of the solar spectrum in the longer wavelength region. The high $V_{oc}$ value of the PSC of PCVCNDTBT (~0.91 V) is attributed to its lower HOMO energy level ( 5.6 eV) as compared to PCDTBT ( 5.5 eV). Bulk heterojunction solar cells based on the blends of the polymers with [6,6]phenyl-$C_{61}$-butyric acid methyl ester ($PC_{61}BM$) gave power conversion efficiencies of 0.76% for PCVCNDTBT under AM 1.5, 100 mW/$cm^2$.