• Archives of Pharmacal Research
• /
• 제17권2호
• /
• pp.104-108
• /
• 1994

trans-Ethyl 1, 2, 3, 4a, 5, 6, 8a-cotahydro-2-benzyl-4-hydroxy-6-methyl-5-isoquinoline-carboxylate was prepared by intramolecular Diels-Alder reaction as a precusor of newly designed aza-analogue of mevinolin.

• 생약학회지
• /
• 제31권1호
• /
• pp.57-62
• /
• 2000

By bioassay-guided fractionation followed by chromatographic separation of the MeOH extract of Alpinia Rhizome, five COX-2 inhibitors were isolated and characterized as pinocembrin, galangin 3-methyl ether, galangin, kaempferid, and 5-hydroxy-7-(4'-hydroxy-3'-methoxyphenyl)-1-phenyl-3-heptanone.

• Archives of Pharmacal Research
• /
• 제15권2호
• /
• pp.138-141
• /
• 1992

The new N-aryl-benz[f]-indole-4, 9-dione derivatives were synthesized via in tramolecular cyclization when triethylamine was employed as a base for the reaction of 2-chloro-3-$(\alpha$-cyano-$\alpha$-ethoxycarbonyl-methyl)-1, 4-naphthoquinone and arylamines.

• 한국식품영양과학회지
• /
• 제45권12호
• /
• pp.1755-1761
• /
• 2016

간장박 및 그 산가수분해물의 휘발성 향기성분을 SPME/GC/MSD 분석법으로 분석한 결과 총 79종의 화합물이 간장박(66종)과 산가수분해물(60종)에서 동정되었다. 에스테르 및 알코올류가 각각 15종으로 가장 많았고, 알데히드류 11종, 산류 9종, 방향족 화합물류 8종, 퓨란류 8종, 케톤류 7종 및 기타 화합물류 6종이었다. 함량 면에서는 간장박에서 알코올 함량(433.37 ng/g)이 가장 많았으며, 다음으로 알데히드류(273.01 ng/g), 에스테르류(236.80 ng/g) 및 방향족 화합물류(180.66 ng/g) 순이었다. 산가수분해물에서는 퓨란류가 249.27 ng/g으로 가장 많았으며(P<0.05), 알코올을 제외한 나머지 화합물류는 15 ng/g 미만이었다. 간장박에서는 4종의 에스테르류, 3-methylbutyl acetate(바나나/배향), ethyl 3-methyl butanoate(익은 과일향), ethylbenzene acetate(와인향), ethyl 3-methyl butanoate(사과향), 3종의 알코올류, 3-methyl-1-butanol(과일/위스키향), 2-phenylethanol(꽃/달콤한향), 1-octen-3-ol(버섯향), 4종의 알데히드류, (E)-2-phenyl-2-butenal(초코렛향), benzaldehyde(알몬드향), 3-methylbutanal(엿기름향), 2-phenylacetaldehyde(꽃향), 4종의 방향족 화합물류, 4-ethyl-2-methoxyphenol(연기향/간장향), 4-ethylphenol(약품향), 4-vinyl-2-methoxyphenol(나무향), phenol(나무향) 및 2종의 퓨란류, fufural(알몬드향), 4-hydroxy-2,5-dimethyl-3(2H)-furanone(카라멜향)이 지배적이었다. 반면에 산가수분해물에서는 furfural, 5-methylfurfural(알몬드향), 3-methyl-1-butanol, 2-phenylethanol, 4-ethyl-2-methoxyphenol, 3-methylbutanal, benzaldehyde 등의 화합물이 지배적이었다.

• Natural Product Sciences
• /
• 제20권2호
• /
• pp.86-90
• /
• 2014

Phytochemical investigation of the 80% MeOH extract from the leaves of Hosta longipes resulted in the isolation of sixteen compounds (1 - 16). The structures of the compounds were elucidated by spectroscopic methods to be methyl 10,10-dimethoxydecanoate (1), methyl 10-hydroxy-8E,12Z-octadecadienoate (2), methyl coriolate (3), trans-phytol (4), phytene-1,2-diol (5), phyton (6), (3S,5R,6S,7E,9R)-7-megastigmene-3,6,9-triol (7), (3S,5R,6S,9R)-3,6,9-trihydroxymegastigman-7-ene (8), shikimic acid (9), p-coumaramide (10), trans-N-p-coumaroyltyramine (11), cis-N-coumaroyltyramine (12), tryptophan (13), thymidine (14), adenosine (15), and deoxyadenosine (16). Compound 1 was synthesized, but not yet isolated from natural source, and compounds 2-16 were isolated for the first time from this plant source.

• Bulletin of the Korean Chemical Society
• /
• 제26권6호
• /
• pp.913-915
• /
• 2005

The three new lignans 1-3 were isolated from the methanol extracts of the flower buds of Magnolia fargesii. They were elucidated as (7S,8R)-1-(3,4-dimethoxyphenyl)-2-O-(2-methoxy-4-omegahydroxypropylphenyl) propane-1,3-diol, (7S,8S)-1-(4-hydroxy-3-methoxyphenyl)-2-O-(6-hydroxy-2-methoxy-4-omegahydroxypropylphenyl) propane-1,3-diol, and [tetrahydro-4-hydroxy-2-(3,4,5-trimethoxyphenyl)furan-3-yl]methyl 3,4-dimethoxy benzoate by spectral analysis.

• Natural Product Sciences
• /
• 제24권2호
• /
• pp.132-138
• /
• 2018

Phytochemical investigation of 80% MeOH extract of the aerial parts of Capsella bursa-pastoris yielded fourteen compounds (1 - 14). The structures of the compounds were elucidated by spectroscopic methods to be methyl-1-thio-${\beta}$-D-glucopyranosyl disulfide (1), 10-methylsulphinyl-decanenitrile (2), 11-methyl-sulphinyl-undecanenitrile (3), 1-O-(lauroyl)glycerol (4), phytene-1, 2-diol (5), (3S,5R,6S,7E)-5,6-epoxy-3-hydroxy-7-megastigmen-9-one (6), loliolide (7), ${\beta}$-sitosterol (8), 3-hydroxy-1-(4-hydroxy-3-methoxyphenyl)-1-propanone (9), 1-feruloyl-${\beta}$-D-glucopyranoside (10), pinoresinol-4'-O-${\beta}$-D-glucopyranoside (11), luteolin (12), quercetin-3-O-${\beta}$-D-glucopyranoside (13), and luteolin 6-C-${\beta}$-glucopyranoside (14). Although compound 1 was reported as synthetic compound, 1 was first isolated from natural source. NMR spectral data assignments of 1, 2 and 3 were reported for the first time, and compounds 1 - 14 were for the first time reported from this plant source. The anti-inflammatory effects of 1 - 14 were evaluated in lipopolysaccharide (LPS)-stimulated murine microglia BV-2 cells. Compounds 12 exhibited strong inhibitory effects on nitric oxide production in LPS-activated BV-2 cells with $IC_{50}$ values of $9.70{\mu}M$.

• 대한화학회지
• /
• 제38권1호
• /
• pp.80-86
• /
• 1994

Bruceantin유사체 전합성의 중요한 중간체인 ethyl $({\pm})$-8-oxo-10-oxa-l'H-spiro[1, 3]dioxolane-4,4'-tricyclo [9.2.1.0 1,6]dodec-6-ene-9-carboxylate (7)의 합성경로를 개발하였다. 시작물질로서 ethyl 2-cyclohexanonecarboxylate and methyl vinyl ketone을 사용하여, Robinson annulation, allylic oxidation등을 응용하였으며, regiospecific acylation and the formation of epoxy methano bridge 형성 반응 등이 연구되었다. Actalone (3)의 ketalization 반응에서 새로운 decarboethoxylation 반응을 발견하였으며, 이 반응을 이용하여 3차 알코올과 엔온을 가지고 있는 4,4a,5,6,7,8-Hexahydro-4a-hydroxy-2(3H)naphthalenone (14)를 합성하였다.

• 한국식품과학회지
• /
• 제25권4호
• /
• pp.379-385
• /
• 1993

Phenol성 물질로서 hydroxyl기가 두개인 caffeic acid와 세개인 phloroglucinol을 methyl linoleate에 첨가하여 산화시키면서 활성화 효과와 산화생성물을 분석하였다. Methyl linoleate에 대한 $37^{\circ}C,\;3{\sim}9$일간의 산화반응에서 caffeic acid 및 phloroglucinol 첨가군은 ${\alpha}-tocopherol$ 첨가군에 비해 높은 항산화성을 나타내었다. 이 때 산화생성물로서는 methyl linoleate(ML)군은 methyl-8-(2-furyl)-octanoate, 9,13-trans, cis hydroperoxide isomer 9,13-trans, trans hydroperoxide isomer 및 9-TMSO-12, 13-epoxy-10-octadecenoate로 나타났으며, 기간이 경과함에 따라 9,13-trans, trans isomer에 대한 9,13-trans, cis isomer의 비율이 낮아졌다. Caffeic acid 첨가군(CML)에서는 methyl-8-(2-furyl)-octanoate, 9-trans, cis hydroperoxide isomer 및 9-trans, trans hydroperoxide isomer였으며, 13-hydroxy isomer는 검출되지 않았다. Caffeic acid의 농도를 높일수록 9-trans, trans isomer에 대한 9-trans, cis isomer의 비율이 높아지는 것으로 나타났으며, 이 때 가장 주된 산화물인 caffeic quinone이 생성되는 것으로 보아 caffeic acid와 같은 o-dihydroxy cinnamate들은 lipid media에서 산화가 쉽게 일어나는 것으로 나타났다. 또한 phloroglucinol 첨가군(PML)의 산화 생성물들은 methyl-8-(2-furyl)-octanoate, 9-trans, cis hydroperoxide isomer, 9-trans, trans hydroperoxide isomer 및 9-hydroxy-12,13-epoxy-10-octadecenoate로서 CML군과 유사한 경향을 보였으나 phloroglucinol은 반응 9일째에도 산화되지 않았다.

• Archives of Pharmacal Research
• /
• 제12권1호
• /
• pp.5-7
• /
• 1989

A series of 1-chloro-4-methyl-6-arylazo-9H-thioxanthen-9-ones were synthesized and schistosomicidal activity evaluated. It was found that, 1-chloro-4-methyl-6-(2-hydroxy-1-naphthylazo)-9H-thioxanthen-9-one possessed a promising activity against Schisto-soma mansoni in mice.