• Title/Summary/Keyword: (+)-fenchone

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Anticoagulant Properties of Compounds Derived from Fennel (Foeniculum vulgare Gaertner) Fruits

  • Lee, Hoi-Seon
    • Food Science and Biotechnology
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    • v.15 no.5
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    • pp.763-767
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    • 2006
  • The anticoagulant properties of compounds derived from fennel (Foeniculum vulgare Gaertner) fruits were evaluated using a platelet aggregometer and compared with aspirin. The active constituents of fennel fruits were isolated and identified as (+)-fenchone and extragole by various spectral analysis techniques. With regard to the 50% inhibitory concentration ($IC_{50}$), (+)-fenchone effectively inhibited platelet aggregation induced by treatment with collagen ($IC_{50}$, $3.9\;{\mu}M$) and arachidonic acid (AA) ($IC_{50}$, $27.1\;{\mu}M$), and estragole inhibited collagen-induced platelet aggregation ($IC_{50}$, $4.7\;{\mu}M$). By way of comparison, (+)-fenchone and estragole proved to be significantly more potent than aspirin at inhibiting platelet aggregation induced by collagen. The inhibitory activity of (+)-fenchone toward platelet aggregation induced by AA was 1.3 times stronger than that of aspirin. These results indicate that (+)- fenchone and estragole may be useful as lead compounds for inhibiting platelet aggregation induced by arachidonic acid and collagen.

Fenchone Ameliorates Constipation-Predominant Irritable Bowel Syndrome via Modulation of SCF/c-Kit Pathway and Gut Microbiota

  • Li Cui;Bin Zhang;Shuting Zou;Jing Liu;Pingrong Wang;Hui Li;Zhenhai Zhang
    • Journal of Microbiology and Biotechnology
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    • v.34 no.2
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    • pp.367-378
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    • 2024
  • In this study we sought to elucidate the therapeutic effects of fenchone on constipation-predominant irritable bowel syndrome (IBS-C) and the underlying mechanisms. An IBS-C model was established in rats by administration of ice water by gavage for 14 days. Fenchone increased the reduced body weight, number of fecal pellets, fecal moisture, and intestinal transit rate, and decreased the enhanced visceral hypersensitivity in the rat model of IBS-C. In addition, fenchone increased the serum content of excitatory neurotransmitters and decreased the serum content of inhibitory neurotransmitters in the IBS-C rat model. Meanwhile, western blot and immunofluorescence experiments indicated that fenchone increased the expressions of SCF and c-Kit. Furthermore, compared with the IBS-C model group, fenchone increased the relative abundance of Lactobacillus, Blautia, Allobaculum, Subdoligranulum, and Ruminococcaceae_UCG-008, and reduced the relative abundance of Bacteroides, Enterococcus, Alistipes, and Escherichia-Shigella on the genus level. Overall, fenchone ameliorates IBS-C via modulation of the SCF/c-Kit pathway and gut microbiota, and could therefore serve as a novel drug candidate against IBS-C.

Antimicrobial Activity of the Monoterpenes of Pinus Plants on Escherichia coli and Aspergillus nidulans (소나무과 식물이 지닌 Monoterpenes가 Escherichia coli와 Aspergillus nidulans의 성장저해에 미치는 영향)

  • 이은주;김종희
    • The Korean Journal of Ecology
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    • v.25 no.5
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    • pp.353-358
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    • 2002
  • We examined the effect of 12 main monoterpenes in Pinus plants on growth inhibition of Escherichia coli and Aspergillus nidulans. We tested four concentrations of each compound by comparing the clear zone with controls. (R)-(-)carvone, (S)(+)carvone, (1R)(-)fenchone, (-)menthone, α-pinene, (1S) (-)verbenone and (+)β - pinene had a inhibition effect on E. coli. (R)-(-)carvone, (S)(+)carvone, (+) β-pinene, geranyl-acetate, α-pinene, and (1S)(-)verbenone had inhibitory effects on the growth of A. nidulans. Geranyl-acetate inhibit growth of A. nidulans, however not to E. coli. And (1R)(-)fenchone and (-)menthone inhibit growth of E. coli, but not to A. nidulans. Myrcene, sabinene, bornyl acetate, and limonene had no inhibitory effects on E. coli and A. nidulans, eventhough at the highest concentration. All these results suggested that some selected monoterpenes had antifungal activities depend on the species of microorganism.

Identification of the Major Volatile Components from Different Plant Organs of Foeniculum vulgare Mill.

  • Chung, Hae-Gon;Bang, Jin-Ki;Kim, Geum-Soog;Seong, Nak-Sul;Kim, Seong-Min
    • Korean Journal of Medicinal Crop Science
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    • v.11 no.4
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    • pp.274-278
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    • 2003
  • The various plant organs of fennel (Foeniculum vulgare Mill.) were investigated to identify their volatile components using Dynamic Headspace (purge & trap). They showed slight differences concerning the volatile components both qualitatively and quantitatively. Results revealed that trans-anethole (12.65%) was the major compound in the leaf. The highest compound was ${\alpha}-pinene$ (28.78%), and trans-anethole (7.90%) was highly detected in the stem. The maximum values were 5.64, 4.59, 1.58, 1.51, and 1.04% for ${\alpha}-pinene,\;{\gamma}-terpinene,\;{\beta}-pinene$, 1,8-cineol and fenchone, respectively in the flower. However, very little trans-anethole was detected (0.27%) in the flower. From these results, it was suggested that the major components were different depending on the plant organs. However it was demonstrated that the related plant organs like flower-fruit and leaf-stem contained the similar components.

The Monoterpenoids in Pinus tyhunbergii, Pinus rigida and Pinus densiflora (곰솔, 리기다소나무 및 소나무의 Monoterpenoids)

  • 강호남;김종희
    • The Korean Journal of Ecology
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    • v.20 no.5
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    • pp.323-328
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    • 1997
  • The monoterpenoids are analysed in leaves and fallen leaves of Pinus species (P. thunbergii, P.. rigida. P. densiflora.). The amount of total monoterpenoids of P. thunbergii was always the highest, and then those of P. rigida and P. densiflora were orderly decreasing (P<0.05). The major monoterpenoids of P. thunbergii, P. rigida and P. densiflora are ${\beta}-pinene$, comphene and sabinene. There was no significant difference among the seasonal variation in monoterpenoids composition (P>0.05), but the concentrations of fenchone and bornyl acetate were varied (P<0.05).

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5-Lipoxygenase Inhibition of the Fructus of Foeniculum vulgare and Its Constituents

  • Lee, Je-Hyeong;Lee, Dong-Ung;Kim, Yeong-Shik;Kim, Hyun-Pyo
    • Biomolecules & Therapeutics
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    • v.20 no.1
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    • pp.113-117
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    • 2012
  • The fruits of Foeniculum vulgare (Foeniculi Fructus) have been widely used in Chinese medicine as an antiemetic, ameliorating stomach ailments and as an analgesic. In order to establish its potential for antiallergic use, inhibitory actions of the fruit on 5-lipoxgenase (5-LOX) and ${\beta}$-hexosaminidase release were evaluated. The 70% ethanol extract of this plant material (FR) considerably inhibited 5-LOX-catalyzed leukotriene production from A23187-induced rat basophilic leukemia (RBL)-1 cells. The $IC_{50}$ was $3.2{\mu}g/ml$. From this extract, 12 major compounds including sabinene, fenchone, ${\gamma}$-terpinene, ${\alpha}$-pinene, limonene, p-anisylacetone, panisylaldehyde, estragole (4-allylanisole), trans-anethole, scopoletin, bergapten and umbelliferone were isolated. And it was found that several terpene derivatives including ${\gamma}$-terpinene and fenchone as well as phenylpropanoid, trans-anethole, showed considerable inhibitory action of 5-LOX. In particular, the $IC_{50}$ of trans-anethole was $51.6{\mu}M$. In contrast, FR and the isolated compounds did not show considerable inhibitory activity on the degranulation reaction of ${\beta}$-hexosaminidase release from antigen-treated RBL-2H3 cells. Against arachidonic acid-induced ear edema in mice, FR and trans-anethole showed significant inhibition by oral administration at doses of 100-400 mg/kg. In conclusion, FR and several major constituents are 5-LOX inhibitors and they may have potential for treating 5-LOX-related disorders.

Insecticidal Activity and Ovipositional Repellency of Monoterpenoids against Moechotypa diphysis Adults (Coleoptera: Cerambycidae) (털두꺼비하늘소 성충에 대한 monoterpenoids의 살충활성과 산란기피)

  • 유정수;김길하;이상길;신상철;박지두;박승찬
    • Korean journal of applied entomology
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    • v.41 no.4
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    • pp.285-292
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    • 2002
  • These studies were carried out to investigate the fumigant toxicity, the contact toxicity and the ovipositional repellency of 25 monoterpenoids against oak longicorn beetle adults, Moechotypa diphysis. Monoterpenoids with 100% of fumigant toxicity were 1, 8-cinehone, fenchone, pulegone and (equation omitted)-terpinene at 20 (equation omitted)/954 ml (air) concentration, pulegone and (equation omitted)-terpinen at 10 (equation omitted)/954 ml (air) concentration, pulegone at 5 (equation omitted)/954 ml (air) concentration. Most monoterpenoids showed low or no contact toxicity but only pulegone showed about 70% mortality. Some monoterpenoids which had repellency to female adults with Y-tube olfactometer were bornylacetate, carvacrol, 1, 8-cineole and menthol at 1 (equation omitted) dose, while citronellol showed attractant response. Carveol, geraniol and perillyl alcohol of 25 monoterpenoids showed ovipoistional repellency of 82.1%, 78.3%, 87.5%, respectively, at the concentration of 1,000 ppm in the laboratory condition. In the field, the result tested with three monoterpenoids indicated that geraniol was the most effective one at the concentration of 10,000ppm and 1,000 ppm, but residual effect wasn't found.

Fumigant Toxicity of Essential Oils against Adults of Culex pipiens pallens (빨간집모기 성충(Culex pipiens pallens)에 대한 식물오일의 훈증효과)

  • Kang, Shin-Ho;Kim, Min-Ki;Seo, Dong-Kyu;Kim, Gil-Hah
    • The Korean Journal of Pesticide Science
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    • v.10 no.2
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    • pp.117-123
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    • 2006
  • Fumigant toxicity of 34 plant essential oils were tested against female adults of Culex pipiens pallens. Seven oils (basil, coriander, fennel, pennyroyal, peppermint, thyme red, thyme white) showed more than 60% mortality at 1 ${\mu}L\;L^{-1}$ air concentration and pennyroyal oil appeared to have the highest adulticidal activity. GC and GC-MS analysis of the seven essential oils and bioassay of their components revealed that pulegone (a major component of pennyroyal oil) and anethole (a major component of fennel and basil oil, $LD_{50}$, ${\mu}L\;L^{-1}$ air =0.49) showed higher adulticidal activities than others. In addition to the above two components, linalool ($LT_{50}$, min=0.91), camphor ($LT_{50}$, min=1.06), fenchone ($LT_{50}$, min=1.16), 1,8-cineole ($LT_{50}$, min=2.93), and geranyl acetate ($LT_{50}$, min=1.60) also showed higher adulticidal activity than empenthrin ($LT_{50}$, min=3.45).

Extraction and Biological Activities of Essential Oil from Thuja occidental Leaves (서양측백나무 잎으로부터 식물정유 추출 및 생리활성)

  • Seo, Weon-Taek;Yang, Jae-Kyung;Kang, Byung-Kuk;Park, Woo-Jin;Hong, Seong-Cheol;Kang, Young-Min;Jung, Hee-Young;Kim, Yong-Duck;Kang, Seung-Mi;Kim, Seon-Won;Choi, Myung-Suk
    • Korean Journal of Medicinal Crop Science
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    • v.11 no.5
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    • pp.364-370
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    • 2003
  • Essential oil of Thuja occidental leaves was extracted by steam distillation method, and chemical composition of essential oil was analyzed by GC-MS. The essential oil was tested to antimicrorbiaI activity against 28 test microorganisms and antioxident assay through DPPH free radical scaveging test and insecticidal activity by mosquito insecticide assay. The major constituents in the essential oil of T. occidental were monoterpene as d-isothujone, ${\alpha}-thujone$, camphor, L-fenchone, and hornyl acetate. The essential oil have broad antimicrobiaI activity, which showed strong antimicrobiaI activity for Streptococcus pyogenes as bacteria, Alternaria alternata, Aspergillus niger, Aspergillus oryzae, Saccharomyces cerevisiae, and Streptococcus mutans as fungi. The essential oil also showed DPPH free radical scavenging ability at concentration of $36\;{\mu}{\ell}/m{\ell}$. In spraying and fumigation tests, the essential oil had strong insecticidal activity against mosquito.

Monoterpenoids Concentration during Decomposition and Their Effect on Polysphondylium violaceum

  • Kim, Jong-Hee;Hwang, Ji-Young;Jo, Gyu-Gap;Kang, Ho-Nam
    • Journal of Ecology and Environment
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    • v.29 no.4
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    • pp.337-342
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    • 2006
  • The total monoterpenoid content of the pine litter layer and the availability of these compounds as inhibitors/stimulators on Polysphondylium violaceum of cellular slime molds were investigated. In order to determine the several monoterpenoids in the natural environment, we examined their concentrations in fresh, senescent, and decaying needles from 3 pine species (Pinus densiflora, P. thunbergii, P. rigida) by litter bag method. Total monoterpenoid content was highest in the fresh needles, but also remained relatively high in senescent needles. The effect of monoterpenoids identified from Pinus plants on the growth of P. violaceum was studied. We tested four concentrations (1, 0.1, 0.01, and $0.001\;{\mu}g/{\mu}L$) of each compound by using a disk volatilization technique. Each compound was treated after germination of spores of P. violaceum. All of the compounds at $1\;{\mu}g/{\mu}L$ concentration had a very strong inhibitory effect on cell growth of P. violaceum. Fenchone at all concentrations, myrcene, verbenone, bornyl acetate, and limonene at low concentrations stimulated the growth of P. violaceum. These results suggest that inhibitory or enhancing effects of selected monoterpenoids depend upon the concentration of the individual compound.