• Journal of the Korean Wood Science and Technology
• /
• 제27권1호
• /
• pp.105-114
• /
• 1999

목련 각 부위의 에탄올추출물과 분별물 및 잎 부위에서 단리한 리그난류의 항균활성 검정 결과, 포자발육저해의 성분은 각 부위에 걸쳐서 특히 석유에테르 가용부, 에테르 가용부에 집중되어 있었다. 여기서 효과를 갖는 리그난은 (-)syringaresinol(X III), medioresinol(VI), phillygenin(VIII), kobusinol A(X)이었는데, 이들은 모두 구조적으로는 guaiacyl 및 syringyl의 골격을 갖는 페놀성 수산기의 특징을 보여 주었다. 추출물 및 분별물의 항미생물 활성은 석유에테르 가용부에서 가장 강한 억제효과가 있었다. 공시균에 대한 리그난류의 성장저해 효과는 그다지 현저하지는 않았지만, 이들 리그난류를 함유하는 추출물 및 각 분별물은 리그난과의 상승효과를 보였다.

• Natural Product Sciences
• /
• 제22권2호
• /
• pp.111-116
• /
• 2016

Phytochemical investigation of the stems of Pueraria lobata (Wild) Ohwi (Leguminosae), led to the isolation of eighteen known compounds: ${\beta}$-amyrone (1), (+)-pinoresinol (2), (+)-syringaresinol (3) $(+)-syringaresinol-O-{\beta}-{\small{D}}-glucoside$ (4), (+)-lariciresinol (5), (-)-tuberosin (6), naringenin (7), liquiritigenin (8), isoliquiritigenin (9) genistein (10), daidzein (11) daidzin (12) daidzein 4',7-diglucoside (13) 2,4,4'-trihydroxy deoxybenzoin (14), S-(+)-1-hydroxy-3-(4-hydroxyphenyl)-1-(4-hydroxy-2-methoxy-phenyl)propan-2-one (15), methyl $2-O-{\beta}-{\small{D}}-glucopyranosylbenzoate$ (16), pyromeconic acid $3-O-{\beta}-{\small{D}}-glucopyranoside$ 6'- (O-4''-hydroxy-3-methoxybenzoate) (17), and allantion (18). The chemical structures of these compounds were elucidated from spectroscopic data and by comparison of those data with previously published results. The effects of isolated compounds on mushroom tyrosinase enzymatic activity were screened. The results indicated that, chloroform extract of P. lobata stems turned out to be having tyrosinase inhibitory effect, and only compounds 5, 8, 9, and 11 showed enzyme inhibitory activity, with $IC_{50}$ values of $21.49{\pm}4.44$, $25.24{\pm}6.79$, $4.85{\pm}2.29$, and $17.50{\pm}1.29{\mu}M$, respectively, in comparison with these of positive control, kojic acid ($IC_{50}\;12.28{\pm}2.72{\mu}M$). The results suggest that P. lobata stems extract as well as its chemical components may represent as potential candidates for tyrosinase inhibitors.

• Archives of Pharmacal Research
• /
• 제27권9호
• /
• pp.912-914
• /
• 2004

Seven compounds were isolated from the stem of Acanthopanax senticosus by repeated col-umn chromatography. Their structures were elucidated as isovanillin (1), (-)-sesamin (2), iso-fraxidin (3), (＋)-syringaresinol (4), 5-hydroxymethylfurfural (5), eleutheroside B (6), and eleuth-eroside E (7) by spectral analysis. Among them, isovanillin (1) was isolated for the first time from the family Araliaceae.

• Archives of Pharmacal Research
• /
• 제29권3호
• /
• pp.203-208
• /
• 2006

The chromatographic separation of the MeOH extract of the roots of Ainsliaea acerifolia (Compositae) led to the isolation of six known terpenes and two known lignans. Their structures were identified by spectroscopic methods as mokko lactone (1), betulonic acid (2), betulinic acid (3), zaluzanin C (4), $1{\beta}-hydroperoxygermacra-4(15)$, 5, 10(14)-triene (5), pluviatilol (6), (+)-syringaresinol (7), and glucozaluzanin C (8). Compounds $1{\sim}4$ and 8 showed non-specific significant cytotoxicity against five human tumor cell lines with $ED_{50}$ values ranging from $0.36{\sim}5.54{\mu}g/mL$.

• 한국자원식물학회:학술대회논문집
• /
• 한국자원식물학회 1999년도 The 6th International Symposium on the Development of Anti-Cancer Resource from Plants
• /
• pp.110-117
• /
• 1999

A new lignan named as hibiscuside, (+) pinoresinol 4-O-[-glucopyranosyl (12) -rhamnoside] (1), and a known lignan, syringaresinol (2) were isolated from the root bark of Hibiscus syriacus together with two feruloyltyramines (3,4) and three known isoflavonoids (5,6,7). The structures of these compounds have been established on the basis of their NMR, Mass, UV spectra. Among these phenolic compounds,6-O-acetyl daidzin (5), 6-O- acetyl genistin (6), and 3-hydroxy daidzein (7) with IC50 values of 8.2, 10.6, and 4.1 M, respectively, significantly inhibited lipid peroxidation in rat liver microsomes Hibiscuside (1), E and Z-N-feruloyl tyramines (3,4) exhibited moderate antioxidant activity.

• Archives of Pharmacal Research
• /
• 제22권4호
• /
• pp.417-422
• /
• 1999

Two new furanolignans (3, 5), together with three known lignans (1, 2, 4,), were isolated from the stem of Lindera obtusiloba (Lauraceae). The structures of the compounds were determined as actifolin (1), pluviatilol (2), 5,6-dihydroxymatairesinol (3), (+)-syringaresinol (4), and $(+)-9^{l}$-O-trans-feruloyl-5,51-dimethoxylariciresinol (5) on the basis of physicochemical and spectroscopic evidences. Compounds 1, 2, 3, and 5 showed cytotoxicity against a small panel of human tumor cell lines with values of $3.40{\sim}19.27 {\mu}g/ml$.

• Archives of Pharmacal Research
• /
• 제27권6호
• /
• pp.593-599
• /
• 2004

From the EtOAc fraction of the MeOH extract of Albizzia julibrissin (Leguminosae）, a rare 5-deoxyflavone (geraldone, 1）, isookanin (2）, luteolin (3）, an isoflavone (daidzein, 4）, five prenylated flavonoids ［soph6f1avescenol (5）, kurarinone (6）, kurarinol (7）, kuraridin (8） and kuraridinol (9）］, a cerebroside (soya-cerebroside I, 10）, and $(-)-syringaresinol-4-O-{\beta}-D-glucopyranoside$ (11） were isolated and characterized on the basis of spectral data. Compounds 2, 3, and 11, showed 1, 1-diphenyl-2-picrylhydrazyl radical scavenging activity.

• Archives of Pharmacal Research
• /
• 제29권8호
• /
• pp.627-632
• /
• 2006

Chromatographic separation of the MeOH extract from the stems and rhizomes of Sinomemium acutum led to the isolation of nine alkaloids and a lignan. Their structures were determined to be dauriporphine (1), bianfugecine (2), dauriporphinoline (3), menisporphine (4), (-)-syringaresinol (5), N-feruloyltyramine (6), acutumine (7), dauricumine (8), sinomenine (9), and magnoflorine (10) by spectroscopic means. These compounds were examined for their P-gp mediated MDR reversal activity in human cancer cells. Compound 1 showed the most potent P-gp MDR inhibition activity with an $ED_{50}$ value $0.03\;{\mu}g/mL$ and $0.00010\;{\mu}g/mL$ in the MESSA/DX5 and HCT15 cells, respectively.

• Natural Product Sciences
• /
• 제22권2호
• /
• pp.129-133
• /
• 2016

Bioactivity-guided fractionation of a methanolic extract of Buddleja officinalis led to the isolation of two monoterpenes, crocusatin M (1), crocusatin C (2), a flavonoid, acacetin (3), three lignans, lariciresinol (4), pinoresinol (5), and syringaresinol (6), and two triterpenoidal saponins, mimengoside B (7) and songarosaponin A (8). The structures of isolates were identified based on 1D-, 2D-NMR, and MS data analysis. All isolates were tested for their inhibition on LPS-induced NO production in RAW 264.7 cells. As a result, mimengoside B (7) and songarosaponin A (8) showed a mild inhibitory activity of NO production.

• Archives of Pharmacal Research
• /
• 제27권7호
• /
• pp.738-741
• /
• 2004

Three lignans isolated from the roots of A. koreanum (Araliaceae), namely eleutheroside E(1), tortoside A(2), and hemiariensin(4), were evaluated for their ability to inhibit NFAT transcription factor. Of these compounds, compound 4, possessing a diarylbutane skeleton, exhibited potent inhibitory activity against NFAT transcription factor (($IC_{50}$ ： 36.3${\pm}2.5{\mu}\textrm{M}$). However, the activities of 1 (($IC_{50}$：＞500 11M) and 2 (($IC_{50}$： 136.1 ${\pm}9.4\mu\textrm{M}$), which possess bisaryldioxabicy-clooctane skeletons, were lower. As the lignan derivatives of the same skeletons, hinokinin (5) and (-)-yatein (6) with diarylbutane skeletons and(＋)-syringaresinol (3) with a bisaryldioxabicy-clooctane skeleton were also studied for their inhibitory effects on NFAT transcription factor.