Hyrtiazepine, an azepino-indole-type alkaloid from the Red Sea marine sponge Hyrtios erectus

被引:64
|
作者
Sauleau, Pierre
Martin, Marie-Therese
Dau, Marie-Elise Tran Huu
Youssef, Diaa T. A.
Bourguet-Kondracki, Marie-Lise
机构
[1] CNRS, UMR 5154, MNHN, Lab Chim & Biochim Subst Nat, F-75005 Paris, France
[2] CNRS, ICSN, F-91198 Gif Sur Yvette, France
[3] Suez Canal Univ, Fac Pharm, Dept Pharmacognosy, Ismailia 41522, Egypt
来源
JOURNAL OF NATURAL PRODUCTS | 2006年 / 69卷 / 12期
关键词
D O I
10.1021/np060132r
中图分类号
Q94 [植物学];
学科分类号
071001 ;
摘要
Biological and chemical investigations of the methanolic crude extract of the Red Sea marine sponge Hyrtios erectus led to the isolation of a novel azepino-indole-type alkaloid named hyrtiazepine (2) and 5-hydroxy-1H-indole-3-carboxylic acid methyl ester (3), together with the known metabolites hyrtiosulawesine (1), 5-hydroxyindole-3-carbaldehyde (4), hyrtiosin A (5), and hyrtiosin B (6). Their structures were elucidated on the basis of mass spectrometry and detailed 2D NMR spectroscopic data. Hyrtiosulawesine (1) displayed a significant antiphospholipase A(2) activity with an IC50 value of 14 mu M in a fluorometric assay using Crotalus adamanteus venom phospholipase A(2).
引用
收藏
页码:1676 / 1679
页数:4
相关论文
共 50 条
  • [31] Synthesis of the indole alkaloid isolated from the marine sponge Halichondria melanodocia
    Gribble, Gordon W.
    Wright, Stephen W.
    TETRAHEDRON, 2025, 169
  • [32] Antimycobacterial scalarane-based sesterterpenes from the red sea sponge Hyrtios erecta
    Youssef, DTA
    Shaala, LA
    Emara, S
    JOURNAL OF NATURAL PRODUCTS, 2005, 68 (12): : 1782 - 1784
  • [33] Dendridine A, a bis-indole alkaloid from a marine sponge Dictyodendrilla species
    Tsuda, M
    Takahashi, Y
    Fromont, J
    Mikami, Y
    Kobayashi, J
    JOURNAL OF NATURAL PRODUCTS, 2005, 68 (08): : 1277 - 1278
  • [34] KONBAMIDIN, A NEW INDOLE ALKALOID FROM THE OKINAWAN MARINE SPONGE IRCINIA SP
    SHINONAGA, H
    SHIGEMORI, H
    KOBAYASHI, J
    JOURNAL OF NATURAL PRODUCTS-LLOYDIA, 1994, 57 (11): : 1603 - 1605
  • [35] Dipuupehedione, a cytotoxic new red dimer from a New Caledonian marine sponge Hyrtios sp
    BourguetKondracki, ML
    Debitus, C
    Guyot, M
    TETRAHEDRON LETTERS, 1996, 37 (22) : 3861 - 3864
  • [36] Erectcyanthins A-C from marine sponge Hyrtios erectus: anti-dyslipidemic agents attenuate hydroxymethylglutaryl coenzyme A reductase
    Chakraborty, Kajal
    Francis, Prima
    NATURAL PRODUCT RESEARCH, 2022, 36 (22) : 5676 - 5687
  • [37] Ishigadine A, a new canthin-6-one alkaloid from an Okinawan marine sponge Hyrtios sp.
    Takahashi, Hideaki
    Kurimoto, Shin-ichiro
    Kobayashi, Jun'ichi
    Kubota, Takaaki
    TETRAHEDRON LETTERS, 2018, 59 (51) : 4500 - 4502
  • [38] Synthetic approaches towards an indole alkaloid isolated from the marine sponge Halichondria melanodocia
    Johnson, Ann-Louise
    Bergman, Jan
    TETRAHEDRON, 2006, 62 (47) : 10815 - 10820
  • [40] HYRTIOSIN-A AND HYRTIOSIN-B, NEW INDOLE ALKALOIDS FROM THE OKINAWAN MARINE SPONGE HYRTIOS-ERECTA
    KOBAYASHI, J
    MURAYAMA, T
    ISHIBASHI, M
    KOSUGE, S
    TAKAMATSU, M
    OHIZUMI, Y
    KOBAYASHI, H
    OHTA, T
    NOZOE, S
    SASAKI, T
    TETRAHEDRON, 1990, 46 (23) : 7699 - 7702