• Journal of the Korean Wood Science and Technology
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• v.35 no.2
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• pp.96-101
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• 2007

Seeds of Paulownia coreana were collected, extracted with acetone-$H_2O$ (7 : 3, v/v), concentrated under reduced pressure and successively fractionated with n-hexane, methylene chloride, ethyl acetate and water on a separatory funnel. The $H_2O$ soluble fraction was chromatographed on a Sephadex LH-20 column using aqueous methanol and ethanol-hexane as washing solvents. Two isomeric phenylethanoid glycosides, verbascoside (1) and isoverbascoside (2), and one epimeric phenylethanoid glycoside, campneoside II (3), were isolated and their structures were elucidated on the basis of chemical and spectroscopical data.

• Bulletin of the Korean Chemical Society
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• v.32 no.5
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• pp.1721-1724
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• 2011

• Journal of the Korean Wood Science and Technology
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• v.35 no.5
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• pp.93-99
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• 2007

Paulownia coreana inner bark was collected, extracted in 70% acetone, concentrated under reduced pressure and sequentially fractionated using n-hexane, $CH_2Cl_2$, EtOAc and $H_2O$, then freeze dried to give brown powders. A portion of the EtOAc soluble powder was chromatographed on a Sephadex LH-20 column using a serious of aqueous methanol and ethanol-hexane mixture as eluting solvents. Two phenolic acid, $\rho$-courmaric acid and caffeic acid, two isomeric phenylethanoid glycosides, verbascoside and iso-verbascoside, and one epimeric phenylpropanoid glycoside, cistanoside F, were isolated and their structures were elucidated by spectroscopic analysis such as NMR and MS.

• Journal of Applied Biological Chemistry
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• v.62 no.4
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• pp.399-406
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• 2019

The roots of Scrophularia buergeriana were extracted with 80% aqueous Methanol and the concentrates were partitioned into EtOAc, n-BuOH, and H₂O fractions. The repeated silica gel or octadecyl SiO₂column, and medium pressure liquid chromatographies for the n-BuOH fraction led to isolation of phenylethanoid glycosides and iridoid glycosides. The chemical structures of these compounds were determined as harpagoside (1), angoroside C (2), aucubin (3) and acetoside (4) based on spectroscopic analyses including nuclear magnetic resonance and MS. A simple and efficient HPLC with UV detection method for the simultaneous determination of the four compounds (1-4) has been developed and applied to their content determination in the S. buergeriana. The roots were extracted by 80% methanol, and the contents of 1, 2, 3, and 4 were determined to 11.5, 7.6, 41.2, and 4.8 mg/g, respectively. Additionally, angoroside C (2) and acetoside (4) exhibited hepatoprotective effect against ethanol-induced hepatotoxicity in HepG2 cell line.

• Journal of the Korean Wood Science and Technology
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• v.38 no.2
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• pp.159-164
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• 2010

Nine compounds, caffeic acid, naringenin, apigenin, luteolin, kaempferol, verbascoside, isoverbascoside, isocampneoside II, and cistanoside F, were isolated from the EtOAc and n-BuOH fractions of P. coreana bark. The structures of these compounds (1-9) were elucidated by spectroscopic methods and literature data. All the isolates were subjected to in vitro bioassay to evaluate their inhibitory activity against rat lens aldose reductase. Among these, compounds 6 and 8 indicated the significant inhibitory activity on rat lens aldose reductase with $IC_{50}$ values of 2.67 and 5.59 ${\mu}M$, respectively. Especially, The inhibition activity of acteoside was 3.9 times better than that of quercetin as a positive control (10.6 ${\mu}M$). These results suggested that phenylethanoid glycosides are likely to be the potential compounds for the prevention and/or treatment of diabetic complications.

• Proceedings of the Korean Society of Life Science Conference
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• 2007.10a
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• pp.99.2-99.2
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• 2007

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• Proceedings of the Plant Resources Society of Korea Conference
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• 2021.04a
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• pp.10-10
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• 2021

Natural products have been used as drugs and cosmetics due to their bioactivity and their biochemical diversity. Natural products usually refer to secondary metabolites produced by various living organisms including marine animals, insects, microbes, amphibians, and plants. These secondary metabolites, which usually have molecular weights less than 2,000 amu, are unnecessary for survival, development, growth, and reproduction but play major roles in plant defense systems against other species. These secondary metabolites such as lignans, flavonoids, monoterpenes, and phenylethanoid glycosides showed various biological activities like anti-oxidant behavior, anti-cancer properties, neuroprotective properties, and so forth. Thus, isolation and elucidation of secondary metabolites from living organisms is of great significance to human life.

• Natural Product Sciences
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• v.24 no.3
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• pp.181-188
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• 2018

Caryopteris incana (Verbenaceae) has been used to treat cough, arthritis, and eczema in Oriental medicine. The two fractions ($CHCl_3-$ and BuOH fractions) and the essential oil of the plant material were subjected to the inducible nitric oxide synthase (iNOS) assay. The $IC_{50}$ of the $CHCl_3$ fraction and the essential oil on LPS-induced macrophage RAW 264.7 cells were $16.4{\mu}g/mL$ and $23.08{\mu}g/mL$, respectively. On gas chromatography (GC)-mass spectroscopy (MS) analysis, twenty-five components representing 85.5% amount of total essential oil were identified. On the chromatogram, three main substances, trans-pinocarveol, cis-citral, and pinocarvone, occupied 18.8%, 13.5% and 18.37% of total peak area. Furthermore, by HPLC-UV analysis, six compounds including one iridoid (8-O-acetylharpagide)- and five phenylethanoid glycosides (caryopteroside, acteoside, phlinoside A, 6-O-caffeoylphlinoside, and leucosceptoside A) isolated from the BuOH fraction were quantified. The content of six compounds were shown as the following order: caryopteroside (162.35 mg/g) > 8-O-acetylharpagide (93.28 mg/g) > 6-O-caffeoylphlinoside (28.15 mg/g) > phlinoside (22.60 mg/g) > leucosceptoside A (16.87 mg) > acteoside (7.05 mg/g).

• Natural Product Sciences
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• v.27 no.3
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• pp.141-150
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• 2021

This short review on the chemistry, pharmacological properties and patents of obovatol and obovatal from Magnolia obovata is the first publication. Pharmacological properties are focused on anti-cancer, anti-inflammatory, anti-platelet and neuroprotective activities. Obovatol and obovatal were first isolated from the leaves of M. obovata. Also reported in the bark and fruits of M. obovata, obovatol and obovatal are neolignans i.e., biphenolic compounds bearing a C-O coupling. Other classes of compounds isolated and identified from M. obovata include sesquiterpene-neolignans, dineolignans, trineolignan, lignans, dilignans, phenylpropanoids, phenylethanoid glycosides, flavonoids, phenolic acids, alkaloids, sesquiterpenes, ketone and sterols. The anti-cancer properties of obovatol and obovatal involve apoptosis, inhibition of the growth, migration and invasion of cancer cell lines. However, obovatol displays cytotoxicity against cancer cells but not obovatal. Similarly, anti-inflammatory, anti-platelet, neuroprotective, anxiolytic and other pharmacological activities were only observed in obovatol. The disparity in pharmacological properties of obovatol and obovatal may be attributed to the -CHO group present in obovatal but absent in obovatol. From 2007 to 2013, eight patents were published on obovatol with one mentioning obovatal. They were all published at the U.S. Patent and Trademark Office by scientists of the Korea Research Institute of Bioscience and Biotechnology (KRIBB) as inventors and assignee, respectively. Some future research and prospects are suggested.