• Food Science and Biotechnology
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• 제16권6호
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• pp.981-987
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• 2007

Effects of lignan compounds (sesamol, sesamin, and sesamolin) extracted from roasted sesame oil on the autoxidation at $60^{\circ}C$ for 7 days and thermal oxidation at $180^{\circ}C$ for 10 hr of sunflower oil were studied by determining conjugated dienoic acid (CDA) contents, p-anisidine values (PAV), and fatty acid composition. Contents of lignan compounds during the oxidations were also monitored. ${\alpha}$-Tocopherol was used as a reference antioxidant. Addition of lignan compounds decreased CDA contents and PAY of the oils during oxidation at $60^{\circ}C$ or heating at $180^{\circ}C$, which indicated that sesame oil lignans lowered the autoxidation and thermal oxidation of sunflower oil. Sesamol was the most effective in decreasing CDA formation and hydroperoxide decomposition in the auto- and thermo-oxidation of oil, and its antioxidant activity was significantly higher than that of ${\alpha}$-tocopherol. Sesamol, sesamin, and sesamolin added to sunflower oil were degraded during the oxidations of oils, with the fastest degradation of sesamol. Degradation of sesamin and sesamolin during the oxidations of the oil were lower than that of ${\alpha}$-tocopherol. The results strongly indicate that the oxidative stability of sunflower oil can be improved by the addition of sesamol, sesamin, or sesamolin extracted from roasted sesame oil.

• Natural Product Sciences
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• 제11권4호
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• pp.248-252
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• 2005

Schisandra chinensis Baill. (Shisandraceae) is used commonly in traditional Korean herbal medicine. One new dibenzocyclooctene lignan compound, benzoylgomisin Q, was found, for the first time, in the fruits of Schisandra chinensis Baill., together with five known lignan compounds; schisandrin, gomisin A, gomisin G, deoxyschisandrin, and gomisin N, using an ESI-positive MS-preparative HPLC auto-purification system. The structures of these compounds were determined via UV, MS, and NMR spectral studies.

• Applied Biological Chemistry
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• 제32권4호
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• pp.350-356
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• 1989

무주산 오미자로부터 lignan 화합물인 deoxyschizandrin, gomisin N, schizandrin, gomisin A, wuweizisu C, angeloygomisin H 및 tigloylgomisin H를 분리 동정하고 capillary-GC (FID)를 이용하여 이들 화합물의 정량성을 조사하였다. 이 때 lignan 화합물의 동정에는 GC/MS (Finigan MAT 212; El, 70eV), 1H-NMR (Bruker FT; 300MHz) 및 IR (Perkin Elmer 599B)을 이용하였으며, lignan 화합물의 정량에는 FID 및 integrator(Hewlett-Packard 3393A)가 부착된 GC (Hewlett-Packard 5890A)를 이용하였다. 한편, GC column은 SPB-1 fused silica capillary$(0.25mm\;ID{\times}30m,\;Supelco)$를 사용하였고 column oven의 온도는 $200^{\circ}C$부터 $300^{\circ}C$까지 분당 $4^{\circ}C$씩 승온하였으며, carrier gas는 $N_2$, 1.0ml/min(split ratio=40 : 1)을 사용하였다. 각 lignan 화합물의 정량 가능농도범위는 deoxyschizandrin과 wuweizisu C가 $2{\sim}500ppm$이었고 gomisin N, schizandrin, gomisin A, angeloylgomisin H 및 tigloygomisin H 가 $5{\sim}500ppm$이었으며 무주산 오미자의 lignan성분 함량은 schizandrin이 6.50mg/g으로 가장 높았고 gomisin N, gomisin A, wuweizisu C, angeloylgomisin H, deoxyschizandrin, tigloylgomisin H의 순으로 낮은 경향이었다.

• 생약학회지
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• 제7권3호
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• pp.171-178
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• 1976

The Lignan glycosides and related compounds of Araliaceous family herbal drugs and its synthetic route are discussed by quoting 61 references.

• Natural Product Sciences
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• 제18권2호
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• pp.97-101
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• 2012

Six lignan compounds, 1-(17,21-dihydroxyphenyl)-9-(12,13-dihydroxyphenyl)-1-nonanone (malabaricone C) (1), 7'-(3',4'-methylenedioxyphenyl)-8,8'-dimethyl-7-(3,4-dihydroxyphenyl)-butane (2), 7'-(3',4'-dimethoxyphenyl)-8,8'-dimethyl-7-(3-methoxy-4-hydroxyphenyl)-butane (3), 7-(4-hydroxy-3-methoxyphenyl)-7'-(3',4'-methylenedioxyphenyl)-8,8'-lignan-7-methyl ether (4), (+)-erythro-(7S,8R)-${\Delta}^{8^'}$-7-hydroxy-3,4,3',5'-tetramethoxy-8-O-4'-neolignan (5), and (+)-erythro-(7S,8R)-${\Delta}^{8^'}$-7-acetoxy-3,4,3',5'-tetramethoxy-8-O-4'-neolignan (6), were isolated from the seeds of Myristica fragrans. The chemical structures of these compounds were determined on the basis of spectroscopic analyses including 2D NMR. Compounds 1 - 6 were evaluated for their cytotoxic activity against the HL-60, MCF-7, and A549 cancer cell lines in in vitro.

• Applied Biological Chemistry
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• 제32권4호
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• pp.344-349
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• 1989

GC/MS를 이용하여 오미자의 chloroform-methanol 추출물로부터 11종의 lignan 성분을 동정하였다. GC column은 SPB-1 fused silica capillary $(0.25mm\;ID{\times}30m,\;Supelco)$를 사용하였고 column oven의 온도는 $200^{\circ}C$부터 $300^{\circ}C$까지 분당 $4^{\circ}C$씩 승온하였으며 MS의 ionization voltage는 70eV (El mode)이었다. 동정된 lignan 성분은 gomisin J, deoxyschizandrin, gomisin N, schizandrin, wuweizisu C, gomisin A, angeloylgomisin H, tigloylgomisin H, angeloylgomisin Q, gomisin B 및 benzoylgomisin H이었으며, GC chromatogram 상에서 이들 화합물의 분리상태는 양호하였다.

• 한국작물학회지
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• 제50권spc1호
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• pp.167-170
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• 2005

To obtain some information on the change of antioxidant components of seeds during grain filling stage as affected by the sowing dates, lignan compounds were investigated according to days of flowering under different sowing dates. Sesamin and sesamolin contents showed significantly different by days of flowering and varieties. Both of sesamin and sesamolin content increased after flowering and reached highest at 40 days of flowering, but they started to decrease thereafter, Sesamin and sesamolin contents of sesame seeds changed with sowing dates. Generally, late sowing date of May 30 showed relatively higher accumulation rate of sesamin and sesamolin contents rather than other sowing dates, but overall patterns were a little different by varieties and lignan compounds. In Yangbaekkae, sesamin and sesamolin contents showed relatively higher at sowing date of May 30, but Yanghuckkae showed higher sesamin and sesamolin contents till 20 days of flowering when sowing date of May 30, but it showed to change that both lignan contents were relatively higher under sowing date of May 10.

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

• 한국작물학회지
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• 제51권1호
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• pp.95-100
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• 2006

Sesamin and sesamolin, antioxidant lipidsoluble lignan compounds, are abundant in sesame (Sesamum indicum L.) seed oil and provide oxidative stability of oil related to sesame quality. The sesamin and sesamolin contents of 403 sesame land races of Korea were determined by HPLC analysis of methanol extract (HPLC value), and their total lignan content was compared with those by using UV-Vis spectrophotometric analysis (UV method) of methanol (UV-MeOH value) and hexane (UV-Hexane value) extracts. HPLC values of total lignan content were strongly associated with UV-Hexane (r=0.705**) and UV-MeOH (r=0.811**) values. The UV values from both the extracts were 3.8-4.7 times higher than those of HPLC values. Lignan content was overestimated by UV method because total compounds in the mixture solution were quantified by absorbing at the same ultraviolet wavelength as in HPLC method. UV method could more rapidly analyze small amount of sample with higher sensitivity of detection than HPLC method. Average contents of lignans in sesame germplasm evaluated in this study were $2.09{\pm}1.02mg/g$ of sesamin, and $1.65{\pm}0.61mg/g$ of sesamolin, respectively, showing significant variation for lignan components. The results showed that UV method for the determination of sesamin and sesamolin could be practically used as a faster and easier method than HPLC by using the regression equations developed in this study.

• 한국작물학회지
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• 제49권spc1호
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• pp.110-116
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• 2004