• 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.

• Natural Product Sciences
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• v.10 no.2
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• pp.69-73
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• 2004

Continuation of a phytochemical study of Cichorium intybus L. (Astraceae) growing in Egypt, resulted in the isolation and identification of a new sesquiterpene lactone 3,4-dihydrolactucin, in addition to the eight known compounds; kaempferol, isoscutellarin, cichoriin, umbelliferone, lupeol, lupeol acetate, ${\beta}-sitosterol$, and ${\beta}-sitosterol-3-O-glucoside$. Chemical structures of the isolated compounds were assigned based on different physical, chemical, and spectroscopic techniques including IR, UV, MS, 1D- and 2D-NMR spectra. Furthermore, the antimicrobial, and spasmogenic activities of some fractions and isolates were also assessed.

• Korean Journal of Pharmacognosy
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• v.7 no.4
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• pp.233-235
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• 1976

Substances $I{\sim}VII$ are isolated from the root of Glehnia littoralis which has been often used as a subsitute of Bang-Poong in Korea. White needle crystalline substance of $C_{29}H_{50}O$, m.p. $137{\sim}139^{\circ}C$ was confirmed as ${\beta}-sitosterol$ through elemental analysis, derivative synthesis, IR and physicochemical tests. Moreover, it was concluded that white needle crystal of $C_{12}H_{8}O_{4}$, m.p. $188{\sim}189^{\circ}$ was confirmed as bergapten, through a contrast test with standard substance and by UV and IR-spectra. It was found that substance III and VII coincided with the Rf values of imperatorin and umbelliferone and to its colors under the UV-ray, and its similarity to UV-spectrum can be recognized, but their melting points are remarkedly different respectively.

• Natural Product Sciences
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• v.11 no.4
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• pp.229-232
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• 2005

The repeated column chromatographic separation of the EtOH extract of Portulaca oleracea afforded seven compounds. The structures of these isolates were identified as bergapten (1), umbelliferone (2), daidzein (3), genistein (4), protocatechuic acid (5), ferulic acid (6), and gallic acid (7) by the analysis of physico-chemical and spectral data. Their antioxidant effect on free radical scavenging was evaluated in the DPPH assay.

• Korean Journal of Pharmacognosy
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• v.4 no.4
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• pp.191-192
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• 1973

Silica gel column chromatography of the ether extract of the root of Angelica decursiva $F_{RANCHET}\;et\;S_{AVATIER}$ form. albiflora $N_{AKAI}$ (Umbelliferae) gave four kinds of crystalline products of pyranocoumarin and furocoumarin: decursidin $(mp\;60{\sim}61^{\circ},\;C_{24}H_{26}O_7)$, decursin$(mp\;110{\sim}111^{\circ},\;C_{19}H_{20}O_5)$, umbelliferone $(mp\;227{\sim}228^{\circ},\;C_{9}H_{6}O_3)$, and nodakenetin $(mp\;187{\sim}189^{\circ},\;C_{14}H_{14}O_4)$. Besides, the methanol extract of the root was found to contain sucrose.

• YAKHAK HOEJI
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• v.30 no.2
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• pp.73-78
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• 1986

Peucedanum terebinthaceum Fischer (Umbelliferae) known as "Gi Reum Na Mool" in Korea and used for the treatment of cough, phlegm, headache and common cold etc. The substances were isolated from the fruits of Peucedanum terebinthaceum and identified by UV, GLC, IR, NMR, Mass spectra and physico-chemical tests. The steroidal compounds from the fruits were identified as $\beta$-sitosterol (tR 33.01 min.) and stigmasterol (tR 28.87 min.) by GLC. Substance I (colorless prismatic crystal, $C_{19}H_{20}O_5$, mp $110~111^{\circ}$) was identified as decursin which is one of the pyranocoumarin. Hydrolysis of substance I with 5%-potassium hydroxide produced decursinol. Acetylation of decursinot gave its monoacetate, white needles, $C_{16}H_{16}O_5$. Substance II(light yellowish white needle crystal, $C_9H_6O_3$, mp $227~228^{\circ}$) was proved to be umbelliferone. Substance I, decursin, was isolated for the first time from the fruits of Peucedanum spp. (Umbelliferae).

• Proceedings of the PSK Conference
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• 2003.10b
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• pp.197.1-197.1
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• 2003

To investigate biological active constituents from natural products, we have studied the roots of Angelica koreana Max. (Umbelliferae). Fifteen compounds were isolated from the MeOH extract by column chromatography on a silica gel. The compounds were identified as isoimperatorin, oxypeucedanin, oxypeucedanin hydrate, osthol, nodakenin, 2-hydroxy-4-methylacetophenone, cimifugin, falcarindiol, heraclenin, pabulenol, umbelliferone, demethylsuberosin, hamaudol, sec-O-glucosylhamaudol, and prim-O-glucosylcimifugin, respectivelv, by spectroscopic means. Among these, the latter eight compounds were isolated for the first time form this plant.

• Korean Journal of Pharmacognosy
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• v.53 no.2
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• pp.57-63
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• 2022

Five secoiridoids (1-3, 5, 10), a iridoid (4) three flavonol glycosides (7-9) and a coumarin (6), were isolated from the flowers of Hydrangea paniculata. Their chemical structures were elucidated as kingiside (1), morroniside (2), sweroside (3), loganin (4), vogeloside (5), umbelliferone (6), quercetin-3-O-sambubioside (7), quercetin-3-O-neohesperidoside (8), kaempferol 3-O-sambubioside (9) and secologanin dimethyl acetal (10), respectively, by spectroscopic analysis. All isolated compounds 1-10 were assessed for their ability to induce C2C12 myotube hypertrophy. Among them, loganin (4) and kaempferol 3-O-sambubioside (9) increase the diameter of C2C12 myotubes. All isolated compounds 1-10 were firstly reported from the flowers of Hydrangea paniculata, and the skeletal muscle hypertrophic activity of 4 and 9 was also reported for the first time.

• 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.

• Archives of Pharmacal Research
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• v.29 no.12
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• pp.1119-1124
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• 2006

The methanol extract from the aerial parts of Dictamnus albus was active in inhibiting monoamine oxidase (MAO) from the mouse brain. Activity-guided fractionation led to the isolation of four known coumarins, 7-(6'R-hydroxy-3', 7'-dimethyl-2'E, 7'-octadienyloxy) coumarin (1), auraptene (2), umbelliferone (3), and xanthotoxin (4), as active compounds along with an inactive alkaloid, skimmianine (5). Compounds 1 and 2 inhibited MAO activity in a concentration-dependent manner with $IC_{50}$ values of 0.7 and $1.7\;{\mu}M$, respectively. Compounds 1 and 2 showed a slight and potently selective inhibitory effect against MAO-B ($IC_{50}\;0.5\;and\;0.6\;{\mu}M,\;respectively$) compared to MAO-A ($IC_{50}\;1.3\;and\;34.6\;{\mu}M,\;respectively$). According to kinetic analyses derived by Lineweaver-Burk reciprocal plots, compounds 1 and 2 exhibited a competitive inhibition to MAO-B.