• Journal of the Korean Chemical Society
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• v.54 no.6
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• pp.701-706
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• 2010

Two polyacetylenes (1 and 2), four coumarins (3-6), and one sesquiterpene (7) were isolated from the halophyte Glehnia littoralis. Particularly, compound 6 and 7 were isolated for the first time from Glehnia littoralis. Their chemical structures have been determined by extensive 2-D NMR experiments such as $^1H$, COSY, HMQC and HMBC and by comparison with the reported data in the literature.

• The Korean Journal of Pesticide Science
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• v.5 no.3
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• pp.26-35
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• 2001

In order to search potent antifungal substances from domestic plants, 40 plants cultivated in Korea were collected. After extracting with methanol (MeOH) and concentrating to dryness, the MeOH extracts were screened for in vivo antifungal activity against six plant diseases at a concentration of $2000{\mu}g/mL$. Fourteen extracts showed disease-controlling activity more than 90% against at least one of the 6 plant diseases tested; eight, seven, and three extracts controlled more than 90% the development of rice blast, tomato late blight, and wheat leaf rust, respectively. However, none of the extracts exhibited in vivo antifungal activity more than 90% against rice sheath blight, tomato gray mold, and barley powdery mildew. From the MeOH extracts of Angelica gigas and A. dahurica showing potent controlling activity against rice blast, 1 and 2 antifungal substances, respectively, were isolated by solvent partitioning and column chromatography. The three compounds were identified to be coumarins, namely, decursin, imperatorin, and isoimperatorin, by mass spectrometry and NMR spectroscopy. They were examined for in vitro and in vivo antifungal activities together with umbelliferone (7-bydroxycournarin) and scopoletin (6-methoxy-7-hydroxycoumarin) containing a free hydroxyl group at position 7 to investigate the structure-activity relationship. In vitro, most of 50% growth inhibitory concentrations ($IC_{50}$) were over $200{\mu}g/mL$, indicating that they have relatively weak antifungal activity. The antifungal activity of decursin and scopoletin, containing cyclic alkoxy groups instead of free hydroxyl group at position 7, was stronger than umbelliferone and scopoletin. Especially, decursin and imperatorin showed potent antifungal activities against Pythium ultimum and Magnaporthe grisea, respectively, with $IC_{50}$ values less than $25{\mu}g/mL$. In vivo, decursin and imperatorin showed potent antifungal activity against rice blast, whereas other coumarins hardly controlled the development of 6 plant diseases tested. These results suggest that the antifungal activity of 7-hydroxycoumarin derivative is substantially increased when the hydroxyl group at position 7 is protected by a stable cyclic alkoxy grouping.

• Korean Journal of Pharmacognosy
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• v.35 no.2 s.137
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• pp.116-121
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• 2004

Seven compounds, euscaphic acid (1), nepehinol (2), ursolic acid (3), phytol (4), ${\beta}-amyrin$ (5), scopoletin (6), and rutin (7) were isolated from the aerial parts of Synurus excelsus which has been used as Korean traditional medicine to treat rheumatic arthritis and dysmenorrhea. Their structures were established by chemical and spectroscopic methods. All compounds were isolated for the first time from this plant.

• Korean Journal of Pharmacognosy
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• v.33 no.4 s.131
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• pp.263-266
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• 2002

From the herbs of this plant, six compounds were isolated and their structures were characterized as dieicosyl ether (1), scopoletin (2), ${\alpha}-spinasterol-3-O-{\beta}-D-glucopyranoside$ (3), kaempferol (4), quercetin (5), and quercetin 7, 3', 4'-trimethylether-3-O-rutinoside (6) by chemical and spectroscopic evidences. These compounds were isolated for the first time from this plant and compound 6 was first isolated from nature.

• Proceedings of the Korean Society of Tobacco Science Conference
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• 2005.10a
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• pp.34-34
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• 2005

• Archives of Pharmacal Research
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• v.26 no.2
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• pp.128-131
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• 2003

Cirsium rhinoceros Nakai (Compositae) is a herbaceous perennial native to Korea, whole plant of which has been used in folklore medicine. C. rhinoceros was extracted by a standard extraction procedure. Its n-hexane, $CHCl_3$ and n-BuOH extracts were fractionated by column chromatography to provide a polyacetylene, a coumarin and five flavonoids. Ciryneol C, scopoletin, acacetin, cirsimarin were isolated for the first time from this plant.

• Archives of Pharmacal Research
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• v.25 no.1
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• pp.53-56
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• 2002

One new and three known coumarins were isolated from the $CHCl_3$ soluble fraction of Angelica dahurica stem. On the basis of spectral data, the structures of the isolated compounds were determined to be scopoletin, angelol I, angelol H and 6-[(1S), 2(R)-2, 3-dihydroxy-1-methoxy-3-methylbutyl]-7-methoxycoumarin; the latter being isolated for the first time from a plant source.

• Korean Journal of Weed Science
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• v.17 no.3
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• pp.334-344
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• 1997

Inhibitory substance in the water extracts from lilac(Syringa vulgaris) leaves was determined in terms of the allelopathic chemicals. The water extracts from S. vulgaris leaves inhibited the germination and root growth of Digitaria sanguinalis and L. sativa, indicating that a biological substances are presented in the lilac leaves. The phenolic acids were separated and tentatively identified from S. vulgaris leaves by gas chromatography and there were composed of higher contents of p-coumaric acid, salicylic acid, pyrogallol, and catechol. Polyphenolic compounds such as rutin (5.3%), scopoletin (3.3%), kaempferol (2.9%), and other polyphenolic compotmds were detected from lilac leaves. The mixtures of $10^{-6}M$ of pyrogallol with all the concentrations of catechol had high inhibition of the shoot growth on D. sanguinalis and E. crus-galli regardless of the catechol concentrations.

• Archives of Pharmacal Research
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• v.29 no.8
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• pp.617-623
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• 2006

In our ongoing search for bioactive compounds originating from the endemic species in Korea, we found that the hexane and EtOAc fractions of the MeOH extract from the root of Dystaenia takeshimana (Nakai) Kitagawa (Umbelliferae) showed cyclooxygenase-2 (COX-2) and 5- lipoxygenase (5-LOX) dual inhibitory activity by assessing their effects on the production of prostaglandin $D_2\;(PGD_2)$ and leukotriene $C_4\;(LTC_4)$ in mouse bone marrow-derived mast cells. By activity-guided fractionation, five coumarins, viz. psoralen (2), xanthotoxin (3), scopoletin (4), umbelliferone (5), and (+)-marmesin (6), together with ${\beta}-sitosterol$ (1), were isolated from the hexane fraction, and two phenethyl alcohol derivatives, viz. 2-methoxy-2-(4'-hydroxyphenyl)ethanol (7) and 2-hydroxy-2-(4'-hydroxyphenyl)ethanol (8), three flavonoids, viz. apigenin (9), luteolin (10), and cynaroside (11), as well as daucosterol (12) were isolated from the EtOAc fraction using silica gel column chromatography. In addition, D-mannitol (13) was isolated from the BuOH fraction by recrystallization. Two of the coumarins, scopoletin (4) and (+)- marmesin (6), the two phenethyl alcohol derivatives (7, 8) and the three flavonoids (9-11) were isolated for the first time from this plant. Among the compounds isolated from this plant, the five coumarins as well as the three flavonoids showed COX-2/5-LOX dual inhibitory activity. These results suggest that the anti-inflammatory activity of D. takeshimana might in part occur via the inhibition of the generation of eicosanoids.

• Natural Product Sciences
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• v.19 no.2
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• pp.160-165
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• 2013

The 12 compounds were isolated from MeOH extract of Magnolia biondii and their structures were identified as seven lignans, two phenolics, one coumarin, and two flavonoid compounds, respectively. Among these constituents, tiliroside (3), kaempferol-7-methyl ether (4), 4-hydroxybenzoic acid (5), vanilic acid (6), and scopoletin (9) were isolated from Magnolia biondii for the first time.