• Korean Journal of Veterinary Research
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• v.39 no.2
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• pp.287-293
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• 1999

Isoeugenol, one of the phenylpropanoid derivatives has been known to inhibit the lipid peroxidation via scavenging effect on hydroxyl or superoxide radical production. We examined whether isoeugenol has a inhibitory effect against N-methyl-D-aspartate(NMDA)-, oxygen/glucose deprivation- and xanthine/xanthine oxidase(X/XO)-induced neurotoxicity or NMDA-induced $^{45}Ca^{+2}$ uptake elevation in primary mouse vertical cultures. We also evaluated whether isoeugenol exhibits inhibitory action on NMDA-induced convulsion in mice. Isoeugenol ($30{\sim}300{\mu}M$) attenuated NMDA- and X/XO-induced neurotoxicity by 11~85% and 83~92%, respectively. In the oxyge/glucose deprivation(60 min)-induced neurotoxicity, isoeugenol significantly(p<0.05) reduced by 32% at the maximal concentration. However, it failed to ameliorate NMDA-induced $^{45}Ca^{+2}$ uptake elevation. Isoeugenol(0.5g/kg, i.p.) delayed 6.5 times on the onset time of convulsion evoked by NMDA($0.1{\mu}g$) compared to that of control. These results suggest that the neuroprotective action of isoeugenol may be ascribed to the modulation of massive generation of reactive oxygen species(ROS) occurred during the ischemic or excitotoxic damage, not by directly affecting the NMDA receptor.

• Food Science and Biotechnology
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• v.14 no.1
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• pp.73-76
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• 2005

The acaricidal activities of 12 commercial constituents derived from Eugenia caryophyllata leaf oils against Dermatophagoides farinae, D. pteronyssinus and Tyrophagus putrescentiae adults were examined using an impregnated fabric disk application and compared with that of the commercial benzyl benzoate as synthetic acaricide. On the basis of $LD_{50}$ values, the most toxic compound was methyl eugenol ($4.13\;{\mu}g/cm^2$), followed by methyl isoeugenol ($4.19\;{\mu}g/cm^2$), isoeugenol ($4.29\;{\mu}g/cm^2$), eugenol ($4.94\;{\mu}g/cm^2$), and acetyl eugenol ($13.91\;{\mu}g/cm^2$) against D. farinae. In the case of D. pteronyssinus, isoeugenol ($2.93\;{\mu}g/cm^2$) was the most toxic, followed by methyl isoeugenol ($3.28\;{\mu}g/cm^2$), methyl eugenol ($3.87\;{\mu}g/cm^2$), eugenol ($3.92\;{\mu}g/cm^2$), and acetyl eugenol ($7.21\;{\mu}g/cm^2$). These results suggest that D. pteronyssinus may be controlled more effectively by the application of eugenol congeners than D. farinae. In comparison with synthetic acaricides, the acaricidal activities of eugenol, isoeugenol, methyl eugenol, and methyl isoeugenol were about 1.9-2.2 times more toxic than benzyl benzoate. Furthermore, the most toxic constituent against T. putrescentiae was exhibited on eugenol ($10.11\;{\mu}g/cm^2$), followed by methyl eugenol ($38.67\;{\mu}g/cm^2$) and acetyl eugenol ($70.09\;{\mu}g/cm^2$), but no activity was observed for isoeugenol and methyl isoeugenol. The results suggested that eugenol congeners may be useful as a new source for selective control of house dust mites and stored food mites.

• Korean Journal of Environmental Agriculture
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• v.35 no.3
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• pp.191-201
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• 2016

BACKGROUND: The aim of this study was to investigate the antimicrobial effects of the ethanol extracts from various medicinal herbs against plant pathogens to understand the possible the crop protection agents.METHODS AND RESULTS: Among the tested medicinal herbs, Zizyphus jujuba ethanol extract had the potent antimicrobial activity against Phytophthora capsici, Erwinia carotovorum subsp. carotovora, Pseudomonas syringae pv. syringae and Ralstonia solanacearum. The major constituents of Z. jujuba were identified to eugenol(40.45%), dodecanoic acid(18.40%), β-caryophyllene (10.05%) and isoeugenol(9.85%) by GC/MS. Eugenol and isoeugenol had strong inhibitory activity on spore germination against P. capsici and growth against E. carotovorum subsp. carotovora, P. syringae pv. syringae and R. solanacearum.CONCLUSION: In this regard, eugenol and isoeugenol were found to be responsible for the antimicrobial activity of Z. jujuba ethanol extract against plant pathogens. In addition, Z. jujuba ethanol extract, eugenol and isoeugenol can be used the potent antimicrobial agents.

• Current Research on Agriculture and Life Sciences
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• v.5
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• pp.173-184
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• 1987

Anethole, eugenol, isoeugenol, safrole and isosafrole are ingredients of refined oils which are obtained from some plants and their chemical structures are very similar. They are mainly used as a flavoring agent, food additive, dental analgesics and for many drugs. But, there is no report about their effect on the intestinal motility. The result of examining the effect, potency and mode of action of anethole, eugenol, isoeugenol, safrole and isosafrole on motility of isolated rabbit jejunum segment, are as follows : 1. Single administration of anethole, eugenol, isoeugenol, safrole and isosafrole showed the inhibition of motility of isolated rabbit jejunum segment, degree of which was various. The $pD_2$ values of isoeugenol, isosafrole, eugenol, safrole and anethole in isolated rabbit jejunum segment were 4.22, 4.18, 4.17, 4.15 and 3.82 (in the descending order of potency). 2. The contracted rabbit jejunum segment : by carbachol, pilocarpine, barium chloride and histarmine were relaxed by five essential oil. 3. The relaxed rabbit jejunum segment by anethole was not recovered by carbachol, pilocarpine, barium chloride and histamine. The relaxed rabbit jejunum segment by eugenol, isoeugenol, safrole and isosafrole were recovered by carbachol, pilocarpine and barium chloride but partially recovered by histamine. 4. Judging from the facts above, it is thought that five essential oil are inhibit the motility of isolated rabbit jejunum segment by neurotropic and musculotropic action.

• Korean Journal of Veterinary Research
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• v.45 no.2
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• pp.303-309
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• 2005

Olive flounder (Paralichthys olivaceus) is the major mariculture fish in Korea. The annual aquaculture production of olive flounder in Korea during the period of 2003 was 300,000 ton (2002 Statistics, Ministry of Maritime Affairs & Fisheries, Korea Government). Anesthetics is very necessary in aquaculture to minimize stress and damage during harvesting, grading, transportation, spawning induction and handling to fish. In the present study, isoeugenol as new anesthetic in marine fish, especially olive flounder, was examined to know the efficacy and proper concentration. As a result, olive flounder adult was exhibited sedation at 5 ppm at 10 and $15^{\circ}C$, and 7.5 ppm at $20^{\circ}C$, respectively. Anesthesia was required at least 10, 7.5 and 10 ppm at $10^{\circ}C$, $15^{\circ}C$ and at $20^{\circ}C$, respectively. In case of fry, the effect of sedation was observed from 2.5 ppm at $10^{\circ}C$ and 5 ppm at 15 and $20^{\circ}C$, respectively. Anesthesia was observed from 2.5 ppm at $10^{\circ}C$, 5 ppm at 15 and $20^{\circ}C$, respectively. In acute toxicity test, it was impossible to explore $LD_{50}$ with the concentration of isoeugenol adult at $15^{\circ}C$ used, but over immersion volume of 15 ppm at $15^{\circ}C$ was observed mortality in fry. Based on the present study, isoeugenol was identified as a safe and active anesthetic to olive flounder.

• Horticultural Science & Technology
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• v.19 no.2
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• pp.163-169
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• 2001

This experiment was conducted to find out suitable extraction time of available fragrant component in Lilium Oriental Hybrida 'Casa Blanca' based on qualitative and quantitative variation of its fragrant component in its flowering stages. The content of essential oil in its flowering stages increased with the progress of flowering stages except flower bud stage and it had the most oil content in its stage after full bloom. The analysis of the essential oil in Lilium Oriental Hybrida 'Casa Blanca' in its flowering stages shows that its main constituents were farnesol (18.96%), benzyl salicylate (13.81%), butyl-hydroxy toluene (12.87%), geranyl linalool isomer (7.46%), isoeugenol (7.17%) in its each stage. Benzenoids had much content at half bloom stage and full bloom stage while fatty acid derivatives had much content at initial flowering stage and after flowering stage. Most benzenoids such as butyl-hydroxy toluene and isoeugenol, which are some of main constituents of Lilium Oriental Hybrida 'Casa Blanca' had strong antioxidant effect. So they were expected to be used as antioxidant agents for food, feed, vegetable oil. The content of monoterpene compounds like geranyl linalool isomer increased at its later stage. Sesquiterpene such as farnesol, which is main component of lily existed only at full bloom stage. Therefore farnesol and geranyl linalool isomer of Lilium Oriental Hybrida 'Casa Blanca' are expected to be used for important spices with good fragrance. The suitable extraction time for the usable main constituents of Lilium Oriental Hybrida 'Casa Blanca' is as follows; farnesol and benzyl salicylate: at full bloom stage, butyl-hydroxy toluene: at half bloom stage, geranyl linalool isomer and isoeugenol: at stage after full bloom. Finally there was variation in essential oil components and contents of Lilium Oriental Hybrida 'Casa Blanca' in its flowering stages and they are expected to be used usefully for flavor industry, food industry, aromatherapy, when they are extracted at their suitable extraction time.

• Analytical Science and Technology
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• v.14 no.2
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• pp.109-114
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• 2001

The flavor-related compounds contained in tobacco were analyzed by selected ion monitoring (SIM) method using headspace SPME gas chromatography-mass spectrometry(GC-MS). Flavor-related compounds were estragole pulegone, trans-anethole, safrole, piperonal, eugenol, methyleugenol, coumarin, trans-isoeugenol, trans-methyleugenol and myristicin. More than on of the flavor-related compounds were detected in the range $0.001-1.3{\mu}g/g$ from all brands of tobacco studied. The recovery was ranged from 89.1 to 102.9% and relative standard deviation was ranged from 2.6 to 25.2%.

• Journal of Applied Biological Chemistry
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• v.42 no.1
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• pp.40-44
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• 1999

The in vitro antioxidative activities of the 33 plant-derived essential oils and 37 phytochemicals including 3 Mentha arvensis leaf-, 2 Thymus vulgaris leaf- and 2 Syzygium aromaticum flower-derived isolates were determined by the inhibition of linoleic acid autoxidation, the generation of superoxide anion and scavenging of DPPH radical. They were then compared to those of the widely used plant-derived antioxidants (pyrogallol and quercetin) and synthetic antioxidant BHT. At a concentration of 0.01%, potent antioxidative effect was observed in the essential oils from Cinnamomum cassia roots, Mentha arvensis leaves, Ginkgo biloba fruits, and Syzygium aromaticum flowers. Of the phytochemicals used, eugenol and isoeugenol at 0.01% showed potent antioxidative activity, and their activities were comparable to those of pyrogallol, quercetin, and BHT. The Cinnamomum root-, the Mentha leaf-, the Ginkgo fruit-, and the Syzygium flower-derived materials may be a good source for an alternative to the currently used antioxidants.

• Current Research on Agriculture and Life Sciences
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• v.5
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• pp.185-192
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• 1987

Anethole, eugenol, isoeugenol, safrole and isosafrole are ingredients of refined oils which are obtained from some plants and their chemical structures are very similar. They are mainly used as a flavoring agent, food additive, carminative. dental analgesics and for many drugs. But, there is no report about their effect on gastric secretion and gastric motility. To examine the effect of anethole, eugenol, isoeugenol, safrole and isosafrole on gastric secretion in rats and gastric motility in pigeons, this paper was investigated. The results were as follows ; 1. All of 5 essential oils showed significant inhibitory effect compared with control group on gastric secretion at the rate of 1.00 ml/100 g, 0.50 ml/100 g B. W. in the rat. 2. Eugenol, isoeugenol and isosafrole showed significant inhibitory effect on gastric secretion at the rate of 0.25 ml/100 g B. W. in the rat. 3. Isosafrole showed the most inhibitory effect on gastric secretion in 5 essential oils. 4. All of 5 essential oils, in a more or less degree. showed temporary inhibitory effect on gastric motility in the pigeon. 5. In conclusion, all of 5 essential oils showed inhibitory action on gastric secretion in the rat and gastric motility in the pigeon.

• Food Science and Preservation
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• v.15 no.6
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• pp.878-883
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• 2008

Prunus mume was extracted using various solvents including ethyl ether, ethyl acetate and n-butanol. The extracts were fractionated by column chromatography. Antimicrobial compounds (A, B and C) in fractions showing antimicrobial activity were purified by Sephadex LH 20 column chromatography, and identified by $^{1}H$- and $^{13}C$-NMR analysis as isoeugenol, nomilin and $\beta$-sitosterol, respectively.