• Title/Summary/Keyword: epidioxy sterol

Search Result 6, Processing Time 0.017 seconds

A New $5{\alpha},8{\alpha}-Epidioxy$ Sterol from a Marine Sponge Psammocinia Species

  • Park, Hye-Jin;Luo, Xuan;Hong, Jong-Ki;Kim, Dong-Kyoo;Im, Kwang-Sik;Jung, Jee-H.
    • Natural Product Sciences
    • /
    • v.11 no.4
    • /
    • pp.253-256
    • /
    • 2005
  • An investigation of the MeOH soluble fractions of marine sponge Psammocinia sp. (Order: Dictyoceratida) led to the isolation of a new epidioxy sterol (1) and four known sterols (2-5). Their planar structures were defined by analyses of the spectroscopic data. The 27-nor-24-methylcholestan type side chain with an epidioxy nucleus (1) was unprecedented. Compounds 1-5 were isolated from a sponge Psammocinia sp. for the first time.

A New 5α, 8α-Epidioxy Sterol from the Marine Sponge Plakortis simplex

  • Oh, Jung-Soon;Kim, Myoung-Ha;Song, Ah-Rin;Rho, Jung-Rae
    • Journal of the Korean Magnetic Resonance Society
    • /
    • v.14 no.1
    • /
    • pp.1-8
    • /
    • 2010
  • Four 5,8-epidioxy sterols were isolated from the marine sponge Plakortis simplex. Their structures were completely determined by an extensive NMR analysis and comparison with NMR data of similar compounds for absolute stereochemistry of the side chain. The compounds were assigned as 5,8-epidioxy- (24S)-ethylcholesta-6,22(E),25-trien-3-ol(1), 5,8-epidioxy-(24S)-methylcholesta- 6,22(E)-dien-3-ol(2), 5,8-epidioxycholesta-6,22(E)-dien-3-ol(3) and 5,8- epidioxycholesta-6-en-3-ol (4).

Sterol Peroxide Derivatives from the Marine Sponge Spirastrella abata (국내산 해면 Spirastrella abata로부터 Sterol Peroxide 유도체의 분리)

  • Im, Kwang-Sik;Nam, Kyung-In;Sim, Chung-J.;Jung, Jee-H.
    • Korean Journal of Pharmacognosy
    • /
    • v.31 no.4
    • /
    • pp.401-406
    • /
    • 2000
  • Marine sponges are known to be a source of diverse sterols. In our study on the cytotoxic components of the marine sponge Spirastrella abata, $5{\alpha},8{\alpha}-epidioxy\;{\Delta}^6$ sterols (1-5) and $5{\alpha},8{\alpha}-epidioxy\;{\Delta}^{6,9(11)}$ sterols (6-7) were isolated. The structures were identified based on the analyses of $^1H-NMR,\;^{13)C-NMR$, and MS data. These compounds were assayed for cytotoxicity against 5 human solid tumor cell lines including A549, SK-OV- 3, SK-MEL-2, XF498, and HCT15.

  • PDF

Some Sesquiterpenoids and $5{\alpha},8{\alpha}-$Epidioxysterols from Solanum lyratum

  • Yu, Su-Mi;Kim, Hyoung-Ja;Woo, Eun-Rhan;Park, Ho-Koon
    • Archives of Pharmacal Research
    • /
    • v.17 no.1
    • /
    • pp.1-4
    • /
    • 1994
  • From the stems of Solanum lyratum Thunb.(Solanaceae), two sesquiterpenoids together with two 5$\alpha$, 8$alpha-epidioxy sterols have been isolated and identified as atractylenolide I, dehydrocarissone, engosterol peroxide, 9, 11-dehydroergosterol peroxide. These compounds never previously isolated from this genus.

  • PDF

Antitumor Sterol Isolated from the Fruiting Body of Pleurotus eryngii (Pleurotus eryngii 로부터 항암물질의 분리)

  • Lee Young-Hoon;Park Ki-Hun;Lee Byong-Won;Cho Yong-Un;Choi Young-Ju;Gal Sang-Wan
    • Journal of Life Science
    • /
    • v.16 no.2 s.75
    • /
    • pp.282-288
    • /
    • 2006
  • Activity-guided fractionations led to the isolation of antitumor compound, ergosterol peroxide ($5{\alpha},\;8{\alpha}-epideoxy-24(R)-methylcholesta-6,\;22-dien-3{\beta}-ol$) from the fruiting body of Pleuratus eryngii that was cultivated artificially. This sterol structure was established by using spectroscopic methods ($^1H\;and\;^{13}C$ nuclear magnetic resonance and high resolution mass spectra). The purified compound showed a molecular formular of $C_{28}H_{44}O_3$ displaying characteristic features of epidioxy sterols. The 50% inhibitory concentrations ($IC_{50}$) of ergosterol peroxide against human lung cancer cell line (A549) and human ovarian cell line (SK-OV3) were $7{\mu}M\;and\;14{\mu}M$, respectively. In the DNA fragmentation assay, the compound showed the programmed cell death causing the chromosomal DNA fragmentation. It reveals that ergosterol peroxide arrests G1 phase of the cell division cycle.

Steroids from the Aerial Parts of Artemisia princeps Pampanini

  • Yoo, Jong-Su;Ahn, Eun-Mi;Bang, Myun-Ho;Song, Myoung-Chong;Yang, Hye-Joung;Kim, Dong-Hyun;Lee, Dae-Young;Chung, Hae-Gon;Jeong, Tae-Sook;Lee, Kyung-Tae;Choi, Myung-Sook;Baek, Nam-In
    • Korean Journal of Medicinal Crop Science
    • /
    • v.14 no.5
    • /
    • pp.273-277
    • /
    • 2006
  • Three stigmastane-type sterols and one ergostane-type sterol were isolated from the ethyl acetate soluble fraction of the aerial parts of Artemisia princeps Pampanini (Sajuarissuk). From the results of physico-chemical data including NMR, MS and IR, the chemical structures of the compounds were determined as $stigmasta-5,22-dien-3,{\beta}-ol (stigmasterol, 1),stigmast-5-en-3{\beta}-ol({\beta}-sitosterol,2), 5{\beta},8{\beta}-epidioxy-5{\beta},8{\beta}-ergosta-6,22-dien-3{\beta}-ol(ergosterol peroxide, 3),\;and\;{\beta}-sitosterol\;3-O-{\beta}D-glucopyranoside(daucosterol,4)$.