• Title/Summary/Keyword: Organosulfuric

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Constituents and the Antitumor Principle of Allium victoriallis var. platyphyllum

  • Lee, Kyung-Tae;Choi, Jung-Hye;Kim, Dong-Hyun;Son, Kun-Ho;Kim, Won-Bae;Kwon, Sang-Hyuk;Park, Hee-Juhn
    • Archives of Pharmacal Research
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    • v.24 no.1
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    • pp.44-50
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    • 2001
  • To search for cytotoxic components from Allium victoriallis , MTT assays on each extract and an isolated component, gitogenin 3-O-lycotetroside, were performed against cancer cell lines. Cytotoxicities of most extract were shown to be comparatively weak, though $IC_50$ values of $CHCl_3$fraction was found to be <31.3-368.4 $\mu\textrm{g}/ml$. From the incubated methanol extract at $36^{\circ}C, eleven kinds of organosulfuric flavours were predictable by CG-MS performance. The most abundant peak was revealed to be 2-vinyl-4H-1,3-dithiin(1) by its mass spectrum. Further, this extract showed significant cytotoxicities toward cancer cell lies. Silica gel column chromatography of the n-butanol fraction led to the isolation of gitogenin 3-O-lycotetroside (3) along with astragalin (4) and kaempferol 3, 4'-di-O-$\beta$-D-glycoside (5). This steroidal saponin exhibited significant cytotoxic activities ($IC_50$, 6.51-36.5 $\mu\textrm{g}/ml$) over several cancer cell lines. When compound 3 was incubated for 24 h with human intestinal bacteria, a major metabolite was produced and then isolated by silica gel column chromatography. By examining parent and prominent ion peak in FAB-MS spectrum of the metabolite, the structure was speculated not to be any of prosapogenins of 3, suggesting that spiroketal ring were labile to the bacterial reaction. These suggest that disulfides produced secondarily are the antitumor principles.

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Chemical Analysis on Biologically Active Substances among Habitats of Allium victorialis for a High Income Crop (산마늘의 고소득 작물화를 위한 기능성 물질 분석)

  • 박희준
    • Korean Journal of Plant Resources
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    • v.11 no.1
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    • pp.51-59
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    • 1998
  • When the contents of the constituents such as total amino acids, free amino acids, volatile organosulfuric compounds and steroidal saponins among three origins in the aerial-and underground parts of Allium victorialis, it was suggested that the characteristic components regarding to quality evaluation could be differed according to the purpose of utilization. For the utilization of amino acids, underground parts of this plant was shown to be better than aerial part. In addition, Ulung island origin was found to contain the highest amino acids content among the three origins though the difference was small. The amino acids showing remarkably high contents were appeared to be arginine, glutamine and asparagine. In the volatile organosulfuric compounds, the origina of Mt. Odae and Mt. Chiri positioned in inland showed higher contents than Ulung island origin geographically positioned in the ocean. Inland origins were shown to contain higher organosulfurie component contents in aerial parts than in underground parts while those of Ulung island origin were higher in underground parts than aerial parts. Underground parts, regarding to saponin constituents, showed higher contents than aerial parts. Underground parts of Ulung island origin were shown to contain more saponins than those of other two origins and the sequence of the contents was in the order of Ulung island>Mt. Chiri>Mt Odac.

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Biological Characterization of the Chemical Structures of Naturally Occurring Substances with Cytotoxicity

  • Park, Hee-Juhn;Jung, Hyun-Ju;Lee, Kyung-Tae;Choi, Jong-Won
    • Natural Product Sciences
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    • v.12 no.4
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    • pp.175-192
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    • 2006
  • Screening for the cytotoxicity from plant origin is the first stage for anti-cancer drug development. A variety of terpenoids with exomethylene, epoxide, allyl, $\alpha,\beta-unsaturated$ carbonyl, acetylenes, and $\alpha-methylene-\gamma-lactone$ induces apoptosis and/or differentiation as well as cytotoxicity through the ROS signal transduction pathways. These are found among monoterpenes, sesquiterpenes, triterpenes, flavonoids, coumarins, diarylheptanoids, and even organosulfuric compounds. The most essential characteristics of natural cytotoxic substances is to possess the strong electrophilicity that is susceptible to nucleophilic biomolecules in the cell. Thiol-reductants and superoxide dismutase can block or delay apoptosis. Thus, ROS and the resulting cellular redox-potential changes can be parts of the signal transduction pathway during apoptosis. Disturbance of the balance of oxireduction by the pigment of natural quinones also caused the induction of the differentiation and apoptosis. Saponins with the cytotoxicity are restricted to their monodesmosides, rather than to bisdesmosides. Those saponins exhibited calcium ion-mediated apoptosis in addition to cytotoxicity whereas they showed also differentiation without extracellular calcium ion. The properties on cytotoxicity, apoptosis, and differentiation were assumed to depend on resultant oxidative stress to the cells. In this review, we describe a spectrum of cytotoxic compounds with various action mechanisms.