Luteophanol A, a new polyhydroxyl compound from symbiotic marine dinoflagellate Amphidinium sp.

被引:67
作者
Doi, Y
Ishibashi, M
Nakamichi, H
Kosaka, T
Ishikawa, T
Kobayashi, J
机构
[1] HOKKAIDO UNIV,FAC PHARMACEUT SCI,SAPPORO,HOKKAIDO 060,JAPAN
[2] SANKYO CO LTD,ANALYT & METAB RES LABS,SHINAGAWA KU,TOKYO 140,JAPAN
关键词
D O I
10.1021/jo970273l
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Luteophanol A (1), a new polyhydroxy linear carbon-chain compound, has been isolated from the cultured marine dinoflagellate Amphidinium sp. which was isolated from the Okinawan marine acoel flatworm Pseudaphanostoma luteocoloris. The structure was elucidated by extensive analyses of 2D NMR spectra including PFG-HMBC, HSQC-HOHAHA, and INADEQUATE as well as FABMS/MS data. Luteophanol A (1) possesses a sulfate ester, two tetrahydropyrans, and nineteen hydroxyl groups on C-57-linear aliphatic chain with one exo-methylene and two methyl branches.
引用
收藏
页码:3820 / 3823
页数:4
相关论文
共 21 条
  • [1] THE ISOLATION AND STRUCTURES OF UNUSUAL 1,4-POLYKETIDES FROM THE DINOFLAGELLATE, AMPHIDINIUM SP
    BAUER, I
    MARANDA, L
    YOUNG, KA
    SHIMIZU, Y
    HUANG, S
    [J]. TETRAHEDRON LETTERS, 1995, 36 (07) : 991 - 994
  • [2] THE STRUCTURES OF AMPHIDINOLIDE-B ISOMERS - STRONGLY CYTOTOXIC MACROLIDES PRODUCED BY A FREE-SWIMMING DINOFLAGELLATE, AMPHIDINIUM SP
    BAUER, I
    MARANDA, L
    SHIMIZU, Y
    PETERSON, RW
    CORNELL, L
    STEINER, JR
    CLARDY, J
    [J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1994, 116 (06) : 2657 - 2658
  • [3] ISOLATION AND STRUCTURE OF CARIBENOLIDE-I, A HIGHLY POTENT ANTITUMOR MACROLIDE FROM A CULTURED FREE-SWIMMING CARIBBEAN DINOFLAGELLATE, AMPHIDINIUM SP S1-36-5
    BAUER, I
    MARANDA, L
    YOUNG, KA
    SHIMIZU, Y
    [J]. JOURNAL OF ORGANIC CHEMISTRY, 1995, 60 (04) : 1084 - 1086
  • [4] DOI Y, 1995, J NAT PRODUCTS, V58, P1097, DOI 10.1021/np50121a020
  • [5] TWO-DIMENSIONAL CORRELATION OF CONNECTED NMR TRANSITIONS
    GRIESINGER, C
    SORENSEN, OW
    ERNST, RR
    [J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1985, 107 (22) : 6394 - 6396
  • [6] THE MACROLACTINS, A NOVEL CLASS OF ANTIVIRAL AND CYTO-TOXIC MACROLIDES FROM A DEEP-SEA MARINE BACTERIUM
    GUSTAFSON, K
    ROMAN, M
    FENICAL, W
    [J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1989, 111 (19) : 7519 - 7524
  • [7] GRADIENT-ENHANCED SPECTROSCOPY
    HURD, RE
    [J]. JOURNAL OF MAGNETIC RESONANCE, 1990, 87 (02): : 422 - 428
  • [8] AMPHIDINOLIDE-O AND AMPHIDINOLIDE-P, NOVEL 15-MEMBERED MACROLIDES FROM THE DINOFLAGELLATE AMPHIDINIUM SP - ANALYSIS OF THE RELATIVE STEREOCHEMISTRY AND STABLE SOLUTION CONFORMATION
    ISHIBASHI, M
    TAKAHASHI, M
    KOBAYASHI, J
    [J]. JOURNAL OF ORGANIC CHEMISTRY, 1995, 60 (19) : 6062 - 6066
  • [9] Ishibashi M, 1997, HETEROCYCLES, V44, P543
  • [10] Iwasaki H., 1979, SOURUI KENKYUHOU, P281