New malyngamides from the Hawaiian cyanobacterium Lyngbya majuscula

被引:47
|
作者
Kan, Y [1 ]
Sakamoto, B
Fujita, T
Nagai, H
机构
[1] Suntory Inst Bioorgan Res, Osaka 6188503, Japan
[2] Univ Hawaii Manoa, Dept Chem, Honolulu, HI 96822 USA
来源
JOURNAL OF NATURAL PRODUCTS | 2000年 / 63卷 / 12期
关键词
D O I
10.1021/np000250t
中图分类号
Q94 [植物学];
学科分类号
071001 ;
摘要
Isomalyngamides A and B (1, 2) were isolated and characterized from a collection of the cyanobacterium Lyngbya majuscula from Hawaiian waters. These compounds represent a new type of malyngamide, similar to malyngamides Q and R, in which the conformation of the chloromethylene group is opposite from the majority of previously reported malyngamides. The geometry of the chloromethylene moiety was elucidated from the long-range coupling constants ((3)J(C-H)) Obtained from editing-HETLOC and phase-sensitive HMBC experiments. Isomalyngamides A and B (1, 2) showed lethal toxicity to crayfish.
引用
收藏
页码:1599 / 1602
页数:4
相关论文
共 50 条
  • [21] EFFECT OF SELECTED DYES ON THE GROWTH OF THE CYANOBACTERIUM, LYNGBYA-MAJUSCULA
    GROSS, ED
    MARTIN, DF
    MICROBIOS, 1995, 81 (326) : 17 - 21
  • [22] Antimalarial linear lipopeptides from a Panamanian strain of the marine cyanobacterium Lyngbya majuscula
    McPhail, Kerry L.
    Correa, Jhonny
    Linington, Roger G.
    Gonzalez, Jose
    Ortega-Barria, Eduardo
    Capson, Todd L.
    Gerwick, William H.
    JOURNAL OF NATURAL PRODUCTS, 2007, 70 (06): : 984 - 988
  • [23] Lagunamides A and B: Cytotoxic and Antimalarial Cyclodepsipeptides from the Marine Cyanobacterium Lyngbya majuscula
    Tripathi, Ashootosh
    Puddick, Jonathan
    Prinsep, Michele R.
    Rottmann, Matthias
    Tan, Lik Tong
    JOURNAL OF NATURAL PRODUCTS, 2010, 73 (11): : 1810 - 1814
  • [24] SYNTHESIS OF CURACIN-A - A POWERFUL ANTIMITOTIC FROM THE CYANOBACTERIUM LYNGBYA-MAJUSCULA
    WHITE, JD
    KIM, TS
    NAMBU, M
    JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1995, 117 (20) : 5612 - 5613
  • [25] Barbamide, a chlorinated metabolite with molluscicidal activity from the Caribbean cyanobacterium Lyngbya majuscula
    Orjala, J
    Gerwick, WH
    JOURNAL OF NATURAL PRODUCTS, 1996, 59 (04): : 427 - 430
  • [26] Hantupeptins B and C, cytotoxic cyclodepsipeptides from the marine cyanobacterium Lyngbya majuscula
    Tripathi, Ashootosh
    Puddick, Jonathan
    Prinsep, Michele R.
    Lee, Peter Peng Foo
    Tan, Lik Tong
    PHYTOCHEMISTRY, 2010, 71 (2-3) : 307 - 311
  • [27] Synthetic study on curacin A: A novel antimitotic agent from the cyanobacterium Lyngbya majuscula
    Onoda, T
    Shirai, R
    Koiso, Y
    Iwasaki, S
    TETRAHEDRON, 1996, 52 (46) : 14543 - 14562
  • [28] Apramides A-G, novel lipopeptides from the marine cyanobacterium Lyngbya majuscula
    Luesch, H
    Yoshida, WY
    Moore, RE
    Paul, VJ
    JOURNAL OF NATURAL PRODUCTS, 2000, 63 (08): : 1106 - 1112
  • [29] Total synthesis of antillatoxin, an ichthyotoxic cyclic lipopeptide from marine cyanobacterium Lyngbya majuscula
    Yokokawa, F
    Shioiri, T
    JOURNAL OF SYNTHETIC ORGANIC CHEMISTRY JAPAN, 2000, 58 (07) : 634 - 641
  • [30] ANTILLATOXIN - AN EXCEPTIONALLY ICHTHYOTOXIC CYCLIC LIPOPEPTIDE FROM THE TROPICAL CYANOBACTERIUM LYNGBYA-MAJUSCULA
    ORJALA, J
    NAGLE, DG
    HSU, VL
    GERWICK, WH
    JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1995, 117 (31) : 8281 - 8282