• Title/Summary/Keyword: terpenoid compounds

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Isolation and Identification of Terpenoids from the Leaf of Chrysanthemum coronarium L. (쑥갓 잎에서 터펜노이드계 화합물의 분리 및 동정)

  • Ha, Tae-Joung;Lee, Byong-Won;Lee, Jong-Rok;Lee, Jun;Hwang, Sun-Woo;Cho, Dong-Young;Nam, Sang-Hae;Yang, Min-Suk;Lee, Kyung-Dong
    • Applied Biological Chemistry
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    • v.46 no.1
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    • pp.55-59
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    • 2003
  • Three terpenoids were isolated from the leaves of Chrysanthemum coronarium L. by silica gel chromatography and recrystalization. The structure of compounds 1, 2, and 3, using various spectroscopic data, were identified as to be terpenoid derivatives of dihydrotulipinolide, loliolide, and $5{\alpha},8{\alpha}-peroxyergosterol$, respectively. The presence of these 3 is the first time reported in this plant. The cytotoxic activity of $5{\alpha},8{\alpha}-peroxyergosterol$ showed strong activities against human cancer cell lines such as A549, PC-3, and HCT 116.

Emission of Biogenic Volatile Organic Compounds from Trees along Streets and in Urban Parks in Tokyo, Japan

  • Matsunaga, Sou N.;Shimada, Kojiro;Masuda, Tatsuhiko;Hoshi, Junya;Sato, Sumito;Nagashima, Hiroki;Ueno, Hiroyuki
    • Asian Journal of Atmospheric Environment
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    • v.11 no.1
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    • pp.29-32
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    • 2017
  • Ozone concentration in Tokyo Metropolitan area is one of the most serious issues of the local air quality. Tropospheric ozone is formed by radical reaction including volatile organic compound (VOC) and nitrogen oxides ($NO_x$). Reduction of the emission of reactive VOC is a key to reducing ozone concentrations. VOC is emitted from anthropogenic sources and also from vegetation (biogenic VOC or BVOC). BVOC also forms ozone through $NO_x$ and radical reactions. Especially, in urban area, the BVOC is emitted into the atmosphere with high $NO_x$ concentration. Therefore, trees bordering streets and green spaces in urban area may contribute to tropospheric ozone. On the other hand, not all trees emit BVOC which will produce ozone locally. In this study, BVOC emissions have been investigated (terpenoids: isoprene, monoterpenes, sesquiterpenes) for 29 tree species. Eleven in the 29 species were tree species that did not emit BVOCs. Three in 12 cultivars for future planting (25 %) were found to emit no terpenoid BVOCs. Eight in 17 commonly planted trees (47%) were found to emit no terpenoid BVOC. Lower-emitting species have many advantages for urban planting. Therefore, further investigation is required to find the species which do not emit terpenoid BVOC. Emission of reactive BVOC should be added into guideline for the urban planting to prevent the creation of sources of ozone. It is desirable that species with no reactive BVOC emission are planted along urban streets and green areas in urban areas, such as Tokyo.

Ferutinin, an Apoptosis Inducing Terpenoid from Ferula ovina

  • Matin, Maryam Moghaddam;Nakhaeizadeh, Hossein;Bahrami, Ahamd Reza;Iranshahi, Mehrdad;Arghiani, Nahid;Rassouli, Fatemeh Behnam
    • Asian Pacific Journal of Cancer Prevention
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    • v.15 no.5
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    • pp.2123-2128
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    • 2014
  • A current hurdle in cancer management is the intrinsic or acquired resistance of cancer cells to chemical agents that restricts the efficacy of therapeutic strategies. Accordingly, there is an increasing desire to discover new natural compounds with selective toxicity to combat malignancies. In present study, the cytotoxic and apoptosis-inducing activities of ferutinin, a terpenoid derivative from Ferula ovina, were investigated on human breast (MCF7) and bladder (TCC) cancer cells as well as normal fibroblasts (HFF3).The toxicity and DNA damage inducing effects of ferutinin were studied by MTT and comet assays, DAPI and PI staining and DNA laddering. The $IC_{50}$ values of ferutinin were identified and compared with routine prescribed drugs, doxorubicin and vincristine, by MTT test. Alkaline comet assay and DAPI staining revealed DNA damage due to ferutinin, which was significantly (p<0.001) higher in MCF7 and TCC than HFF3 cells. Apoptosis induction was evidenced by PI staining and DNA laddering. Our results suggest that ferutinin could be considered as an effective anticancer agent for future in vivo and clinical experiments.

Pytochemical Constituents of the Aerial Parts from Solidago virga-aurea var. gigantea

  • Choi, Sang-Zin;Choi, Sang-Un;Lee, Kang-Ro
    • Archives of Pharmacal Research
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    • v.27 no.2
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    • pp.164-168
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    • 2004
  • The chromatographic separation of the MeOH extract of the aerial parts of Solidago virga-aurea var. gigantea $M_{IQ}$ . (Compositae) led to the isolation of six terpenoids and four phenolic compounds, trans-phytol (1), ent-germacra-4(15),5,10(14 )-trien-1$\alpha$-ol (2), $\beta$-amyrin acetate (3), ent-germacra-4(15),5,10(14)-trien-1$\beta$-ol (4), $\beta$-dictyopterol (5), oleanolic acid (6), kaempferol (7), kaempferol-3-O-rutinoside (8), methyl 3,5-di-O-caffeoyl quinate (9), and 3,5-di-O-caffeoyl quinic acid (10). Their structures were established by chemical and spectroscopic methods. Compounds 4, 5, and 10 showed moderate cytotoxicity against five cultured human tumor cell lines in vitro with its E $D_{50}$ values ranging from 1.52∼18.57 $\mu\textrm{g}$/mL.L.

Phytochemical Constituents of Carpesium macrocephalum $F_R$. et $S_{AV}$.

  • Kim, Mi-Ran;Lee, Seung-Kyu;Kim, Chang-Soo;Kim, Kyung-Soon;Moon , Dong-Cheul
    • Archives of Pharmacal Research
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    • v.27 no.10
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    • pp.1029-1033
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    • 2004
  • From the methanol extract of the whole plants of Carpesium macrocephalum $F_R$. et $S_{AV}$., five sesquiterpene lactones (1: carabron, 2: tomentosin, 3: ivalin, 4: 4H-tomentosin, 5: carabrol) and three terpenoids (6: loliolide, 7: vomifoliol, 8: citrusin C) were isolated. The structures and stereochemistry of compounds 1-8 were established on the basis of chemical analysis as well as 1D- and 2D-NMR spectroscopy. Among them, compounds 2, 4, and 6-8 were isolated for the first time from Carpesium species.

Phytochemical Constituents of the Aerial Parts from Aster hispidus

  • Lee, Sung-Ok;Choi, Sang-Zin;Choi, Sang-Un;Ryu, Shi-Yong;Lee, Kang-Ro
    • Natural Product Sciences
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    • v.10 no.6
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    • pp.335-340
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    • 2004
  • The chromatographic separation of the MeOH extract of the aerial parts from Aster hispidus (Compositae) led to the isolation of eight compounds. Their structures were established by spectroscopic methods to be ${\beta}-amyrin$ (1), oleanolic acid (2), (2R)-1, 2-O-(9Z, 12Z, $15Z-dioctadecatrienoyl)-3-O-{\beta}-D-galactopyranosyl\;glycerol$ (3), trans-phytol (4), 9, 12, 15-octadecatrienoic acid (5), kaempferol (6), 3,5-dicaffeoyl quinic acid (7), 3,4-dicaffeoyl quinic acid (8) and kaempferol-3-O-rutinoside (9). Compounds 1, $3{\sim}6$ and 9 showed non-specific moderate cytotoxicity against five human tumor cell lines $(5.44{\sim}23.51\;{\mu}g/ml)$. The other compounds were of marginal activity against tested five human cancer cell lines $(9.05{\sim}>30.0\;{\mu}g/ml)$.

Biological Effect and Chemical Composition Variation During Self-Fermentation of Stored Needle Extracts from Pinus densiflora Siebold & Zucc.

  • Paudyal, Dilli P.;Park, Ga-Young;Hwang, In-Deok;Kim, Dong-Woon;Cheong, Hyeon-Sook
    • Journal of Plant Biotechnology
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    • v.34 no.4
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    • pp.313-322
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    • 2007
  • Extract of Japanese red pine needles has been used in Asia pacific regions since long periods believing its valuable properties as tonic and ability of curing diseases of unidentified symptoms. Some selective compounds present in the extract and their effects were analyzed. Carbohydrates and vitamin c were identified using HPLC; terpenoid compounds by GC-MS; anti-bacterial analysis by paper discs, plates count and gastrointestinal motility by whole cell patch clamp. The extract is a mixture of compounds therefore its diverse effect was expected. Self-fermentation in extract proceeds after spontaneous appearance of yeast strains without inoculation. Effects and composition of the extract vary with varying period of self-fermentation. Extract inhibits the growth of bacteria dose dependently exhibiting its antibacterial properties however effectiveness increases with increase in fermentation period. The extract also can modulate gastrointestinal motility in murine small intestine by modulating pace maker currents in ICC mediated through ATP sensitive potassium channel.

Sex Pheromones of Plant-Feeding Scarab Beetles

  • Leal, Walter-Soares
    • Korean journal of applied entomology
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    • v.34 no.1
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    • pp.9-14
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    • 1995
  • From a chemist's perspective, Scarabaeidae is one of the most exciting group of insects to work on the isolation, identification, and synthesis of sex pheromones because-as opposed to Lepidoptera, which by and large utilizes straight chain alcohols, aldehydes, and acetates-the pheromonal chemistry of scarab beetles is remarkably diverse. While species in the subfamily Rutelinae utilize pheromone constituents, which are presumably fatty acid derivatives, the more primitive species in the subfamily Melolonthinae use phenolic, amino acid derivative, and terpenoid compounds. Here, I discuss the recent advances we have accomplished in the identification of scarab sex pheromones with especial emphasis on their chemical diversity. Also, I discuss the potential role of these sex pheromones in insect pest management. Field tests revealed that, in contrast to what has been frequently observed in the Lepidoptera, the higher the dosage of sex pheromone loaded in the traps the greater the capture of scarab beetles. These data suggest that mass trapping is more likely to be useful for scarab pest management than mating distruption.

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Analysis of Volatile Flavor Components of Pimpinella brachycarpa (참나물의 휘발성 향기성분 분석)

  • 송희순;최향숙;이미순
    • Korean journal of food and cookery science
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    • v.13 no.5
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    • pp.674-680
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    • 1997
  • Volatile flavor components of fresh, shady air dried, and presteamed shady air dried Chamnamul (Pimpinella brachycarpa) were collected by simultaneous steam distillation-extraction method, and essential oils were analyzed by gas chromatography-mass spectrometry (GC/MS). Twenty five, 17 and 23 volatile flavor components were identified in essential oils extracted from the fresh, shady air dried, and presteamed shady air dried Chamnamul samples, respectively; however, the kinds of individual components and its percent content of the total volatiles were varied depending on samples. The principal components of Chamnamul were isobutanal, trans caryophyllene, trans ${\beta}$-farnesene, and ${\alpha}$-selinene. Terpenoid compounds reached 44.11%, 33.91% and 72.63% respectively in fresh, shady air dried, and presteamed shady air dried Chamnamul.

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Terpenoids from Two Sponge Species of the Aegean Sea

  • Erdogan, Ilkay;Tanaka, Junichi;Higa, Tatsuo;Sener, Bilge
    • Natural Product Sciences
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    • v.5 no.4
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    • pp.177-180
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    • 1999
  • The ethanolic extracts of two shallow water sponge species collected from the Aegean Sea afforded thirteen terpenoids in total, two of which were determined to be new. The structure elucidation of the terpenoids was carried out by spectroscopic techniques and comparison with related authentic compounds. The terpenoids have also been assayed for antibacterial activity. This is the first report about the metabolites isolated from the marine sponges of the Aegean Sea in Turkey.

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