Revised structure of palau'amine

被引:61
作者
Buchanan, Malcolm S. [1 ]
Carroll, Anthony R. [1 ]
Quinn, Ronald J. [1 ]
机构
[1] Griffith Univ, Eskitis Inst Cell & Mol Therapies, Nathan, Qld 4111, Australia
关键词
Palau'amine; revised structure; bioactive natural product; hexacyclic pyrrole-imidazole alkaloid; 2D ROESY NMR; 1D NOESY NMR;
D O I
10.1016/j.tetlet.2007.04.128
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The structure of palau'amine, a bioactive hexacyclic pyrrole-imidazole alkaloid, from the sponge Stylotella aurantium was revised by detailed analysis of its 2D ROESY and 1D NOESY data. (c) 2007 Elsevier Ltd. All rights reserved.
引用
收藏
页码:4573 / 4574
页数:2
相关论文
共 13 条
  • [1] Natural products, stylissadines A and B, specific antagonists of the P2X7 receptor, an important inflammatory Target
    Buchanan, Malcolm S.
    Carroll, Anthony R.
    Addepalli, Rama
    Avery, Vicky M.
    Hooper, John N. A.
    Quinn, Ronald J.
    [J]. JOURNAL OF ORGANIC CHEMISTRY, 2007, 72 (07) : 2309 - 2317
  • [2] New methods of imidazole functionalization - From imidazole to marine alkaloids
    Du, Hongwang
    He, Yong
    Sivappa, Rasapalli
    Lovely, Carl J.
    [J]. SYNLETT, 2006, (07) : 965 - 992
  • [3] Spirocycloisomerization of tethered alkylidene glycocyamidines: Synthesis of a base template common to the Palau'amine family of alkaloids
    Garrido-Hemandez, H
    Nakadai, M
    Vimolratana, M
    Li, QY
    Doundoulakis, T
    Harran, PG
    [J]. ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2005, 44 (05) : 765 - 769
  • [4] Structural assignment of tetrabromostyloguanidine:: Does the relative configuration of the palau'amines need revision?
    Grube, Achim
    Koeck, Matthias
    [J]. ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2007, 46 (13) : 2320 - 2324
  • [5] Stylissadines A and B:: The first tetrameric pyrrole-imidazole alkaloids
    Grube, Achim
    Koeck, Matthias
    [J]. ORGANIC LETTERS, 2006, 8 (21) : 4675 - 4678
  • [6] Challenge palau'amine: Current standings
    Jacquot, DEN
    Lindel, T
    [J]. CURRENT ORGANIC CHEMISTRY, 2005, 9 (15) : 1551 - 1565
  • [7] Studies towards the total synthesis of palau'amine. Formation of 4,5-dihydropyrrole-2-carboxylate intermediates by alkene-enamide ring-closing metathesis
    Katz, JD
    Overman, LE
    [J]. TETRAHEDRON, 2004, 60 (43) : 9559 - 9568
  • [8] Palau'amine and its congeners:: A family of bioactive bisguanidines from the marine sponge Stylotella aurantium
    Kinnel, RB
    Gehrken, HP
    Swali, R
    Skoropowski, G
    Scheuer, PJ
    [J]. JOURNAL OF ORGANIC CHEMISTRY, 1998, 63 (10) : 3281 - 3286
  • [9] PALAUAMINE - A CYTOTOXIC AND IMMUNOSUPPRESSIVE HEXACYCLIC BISGUANIDINE ANTIBIOTIC FROM THE SPONGE STYLOTELLA-AGMINATA
    KINNEL, RB
    GEHRKEN, HP
    SCHEUER, PJ
    [J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1993, 115 (08) : 3376 - 3377
  • [10] KINNEL RB, 1994, Patent No. 1994302770