Aplysinellamides A-C, Bromotyrosine-Derived Metabolites from an Australian Aplysinella sp Marine Sponge

被引:20
作者
Tian, Li-Wen [1 ]
Feng, Yunjiang [1 ]
Shimizu, Yoko [2 ]
Pfeifer, Tom [2 ]
Wellington, Cheryl [3 ]
Hooper, John N. A. [4 ]
Quinn, Ronald J. [1 ]
机构
[1] Griffith Univ, Eskitis Inst, Brisbane, Qld 4111, Australia
[2] Ctr Drug Res & Dev, Vancouver, BC 2405, Canada
[3] Univ British Columbia, Dept Pathol & Lab Med, Vancouver, BC V6T 1Z4, Canada
[4] Queensland Museum, South Brisbane, Qld 4101, Australia
来源
JOURNAL OF NATURAL PRODUCTS | 2014年 / 77卷 / 05期
基金
澳大利亚研究理事会;
关键词
ALZHEIMERS-DISEASE; APOLIPOPROTEIN-E; ALKALOIDS; THERAPEUTICS;
D O I
10.1021/np500119e
中图分类号
Q94 [植物学];
学科分类号
071001 ;
摘要
Mass-directed fractionation of an extract from the Australian marine sponge Aplysinella sp., from the Great Barrier Reef, resulted in the isolation of four new bromotyrosine derivatives, aplysinellamides A-C (1-3) and aplysamine-1-N-oxide (4), along with six known compounds (5-10). The structure elucidation of compounds 1-4 was based on their 1D and 2D NMR and MS spectroscopic data. Aplysamine-1 (6) increased the apolipoprotein E secretion from human CCF-STTG1 astrocytoma cells by 2-fold at the concentration of 30 mu M.
引用
收藏
页码:1210 / 1214
页数:5
相关论文
共 15 条
  • [1] Marfey's reagent for chiral amino acid analysis:: A review
    Bhushan, R
    Brückner, H
    [J]. AMINO ACIDS, 2004, 27 (3-4) : 231 - 247
  • [2] CHEMISTRY OF VERONGIDA SPONGES .4. COMPARISON OF THE SECONDARY METABOLITE COMPOSITION OF SEVERAL SPECIMENS OF PSEUDOCERATINA-CRASSA
    CIMINIELLO, P
    FATTORUSSO, E
    MAGNO, S
    PANSINI, M
    [J]. JOURNAL OF NATURAL PRODUCTS-LLOYDIA, 1995, 58 (05): : 689 - 696
  • [3] ApoE-Directed Therapeutics Rapidly Clear β-Amyloid and Reverse Deficits in AD Mouse Models
    Cramer, Paige E.
    Cirrito, John R.
    Wesson, Daniel W.
    Lee, C. Y. Daniel
    Karlo, J. Colleen
    Zinn, Adriana E.
    Casali, Brad T.
    Restivo, Jessica L.
    Goebel, Whitney D.
    James, Michael J.
    Brunden, Kurt R.
    Wilson, Donald A.
    Landreth, Gary E.
    [J]. SCIENCE, 2012, 335 (6075) : 1503 - 1506
  • [4] Hormonal modulators of glial ABCA1 and apoE levels
    Fan, Jianjia
    Shimizu, Yoko
    Chan, Jeniffer
    Wilkinson, Anna
    Ito, Ayaka
    Tontonoz, Peter
    Dullaghan, Edie
    Galea, Liisa A. M.
    Pfeifer, Tom
    Wellington, Cheryl L.
    [J]. JOURNAL OF LIPID RESEARCH, 2013, 54 (11) : 3139 - 3150
  • [5] Marine natural products
    Faulkner, DJ
    [J]. NATURAL PRODUCT REPORTS, 2000, 17 (01) : 7 - 55
  • [6] ALZHEIMER-TYPE NEUROPATHOLOGY IN TRANSGENIC MICE OVEREXPRESSING V717F BETA-AMYLOID PRECURSOR PROTEIN
    GAMES, D
    ADAMS, D
    ALESSANDRINI, R
    BARBOUR, R
    BERTHELETTE, P
    BLACKWELL, C
    CARR, T
    CLEMENS, J
    DONALDSON, T
    GILLESPIE, F
    GUIDO, T
    HAGOPIAN, S
    JOHNSONWOOD, K
    KHAN, K
    LEE, M
    LEIBOWITZ, P
    LIEBERBURG, I
    LITTLE, S
    MASLIAH, E
    MCCONLOGUE, L
    MONTOYAZAVALA, M
    MUCKE, L
    PAGANINI, L
    PENNIMAN, E
    POWER, M
    SCHENK, D
    SEUBERT, P
    SNYDER, B
    SORIANO, F
    TAN, H
    VITALE, J
    WADSWORTH, S
    WOLOZIN, B
    ZHAO, J
    [J]. NATURE, 1995, 373 (6514) : 523 - 527
  • [7] Medicine - The amyloid hypothesis of Alzheimer's disease: Progress and problems on the road to therapeutics
    Hardy, J
    Selkoe, DJ
    [J]. SCIENCE, 2002, 297 (5580) : 353 - 356
  • [8] The Role of Apolipoprotein E in Alzheimer's Disease
    Kim, Jungsu
    Basak, Jacob M.
    Holtzman, David M.
    [J]. NEURON, 2009, 63 (03) : 287 - 303
  • [9] APOLIPOPROTEIN-E POLYMORPHISM AND ALZHEIMERS-DISEASE
    POIRIER, J
    DAVIGNON, J
    BOUTHILLIER, D
    KOGAN, S
    BERTRAND, P
    GAUTHIER, S
    [J]. LANCET, 1993, 342 (8873) : 697 - 699
  • [10] New bromotyrosine metabolites from the sponge Aplysinella rhax
    Shin, J
    Lee, HS
    Seo, Y
    Rho, JR
    Cho, KW
    Paul, VJ
    [J]. TETRAHEDRON, 2000, 56 (46) : 9071 - 9077