The structure and biogenetic origin of (-)halicyclamine B from a Xestospongia sponge

被引:35
作者
Harrison, B
Talapatra, S
Lobkovsky, E
Clardy, J
Crews, P
机构
[1] CORNELL UNIV,DEPT CHEM,ITHACA,NY 14853
[2] UNIV CALIF SANTA CRUZ,DEPT CHEM & BIOCHEM,SANTA CRUZ,CA 95064
基金
美国国家科学基金会; 美国国家卫生研究院;
关键词
D O I
10.1016/S0040-4039(96)02165-X
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A new tetracyclic diamine, (-) halicyclamine B (1), has been isolated from the sponge Xestospongia sp. and its structure was elucidated from NMR and X-ray crystallography data. Some biogenetic relationships are proposed between 1 and other polycyclic diamines recently reported from sponges. Copyright (C) 1996 Elsevier Science Ltd
引用
收藏
页码:9151 / 9154
页数:4
相关论文
共 19 条
  • [1] PAPUAMINE, AN ANTIFUNGAL PENTACYCLIC ALKALOID FROM A MARINE SPONGE, HALICLONA SP
    BAKER, BJ
    SCHEUER, PJ
    SHOOLERY, JN
    [J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1988, 110 (03) : 965 - 966
  • [2] BALDWIN JE, 1994, TETRAHEDRON LETT, V35, P7829, DOI 10.1016/S0040-4039(00)77383-7
  • [3] Total synthesis of (+)-papuamine: An antifungal pentacyclic alkaloid from a marine sponge, Haliclona sp.
    Barrett, AGM
    Boys, ML
    Boehm, TL
    [J]. JOURNAL OF ORGANIC CHEMISTRY, 1996, 61 (02) : 685 - 699
  • [4] Haliclonacyclamines A and B, cytotoxic alkaloids from the tropical marine sponge Haliclona sp.
    Charan, RD
    Garson, MJ
    Brereton, IM
    Willis, AC
    Hooper, JNA
    [J]. TETRAHEDRON, 1996, 52 (27) : 9111 - 9120
  • [5] HALICLONADIAMINE, AN ANTIMICROBIAL ALKALOID FROM THE SPONGE HALICLONA SP
    FAHY, E
    MOLINSKI, TF
    HARPER, MK
    SULLIVAN, BW
    FAULKNER, DJ
    PARKANYI, L
    CLARDY, J
    [J]. TETRAHEDRON LETTERS, 1988, 29 (28) : 3427 - 3428
  • [6] MODEL STUDIES TOWARDS A BIOMIMETIC SYNTHESIS OF KERAMAPHIDIN-B AND HALICYCLAMINE-A
    GIL, L
    BAUCHEREL, X
    MARTIN, MT
    MARAZANO, C
    DAS, BC
    [J]. TETRAHEDRON LETTERS, 1995, 36 (35) : 6231 - 6234
  • [7] A TETRACYCLIC DIAMINE ALKALOID, HALICYCLAMINE-A, FROM THE MARINE SPONGE HALICLONA SP
    JASPARS, M
    PASUPATHY, V
    CREWS, P
    [J]. JOURNAL OF ORGANIC CHEMISTRY, 1994, 59 (12) : 3253 - 3255
  • [8] 6-HYDROXYMANZAMINE-A AND 3,4-DIHYDROMANZAMINE-A, NEW ALKALOIDS FROM THE OKINAWAN MARINE SPONGE AMPHIMEDON SP
    KOBAYASHI, J
    TSUDA, M
    KAWASAKI, N
    SASAKI, T
    MIKAMI, Y
    [J]. JOURNAL OF NATURAL PRODUCTS-LLOYDIA, 1994, 57 (12): : 1737 - 1740
  • [9] IRCINAL-A AND IRCINAL-B FROM THE OKINAWAN MARINE SPONGE-IRCINIA SP - PLAUSIBLE BIOGENETIC PRECURSORS OF MANZAMINE ALKALOIDS
    KONDO, K
    SHIGEMORI, H
    KIKUCHI, Y
    ISHIBASHI, M
    SASAKI, T
    KOBAYASHI, J
    [J]. JOURNAL OF ORGANIC CHEMISTRY, 1992, 57 (08) : 2480 - 2483
  • [10] INGENAMINE ALKALOIDS ISOLATED FROM THE SPONGE XESTOSPONGIA INGENS - STRUCTURES AND ABSOLUTE-CONFIGURATIONS
    KONG, FM
    ANDERSEN, RJ
    [J]. TETRAHEDRON, 1995, 51 (10) : 2895 - 2906