Antillatoxin B, a neurotoxic lipopeptide from the marine cyanobacterium Lyngbya majuscula

被引：54

作者：

Nogle, LM ^{[1
]}

Okino, T ^{[1
]}

Gerwick, WH ^{[1
]}

机构：

[1] Oregon State Univ, Coll Pharm, Corvallis, OR 97331 USA

来源：

JOURNAL OF NATURAL PRODUCTS | 2001年 / 64卷 / 07期

关键词：

D O I：

10.1021/np010107f

中图分类号：

Q94 [植物学];

学科分类号：

071001 ;

摘要：

Bioassay-guided fractionation of organic extracts from two Lyngbya majuscula collections led to the isolation of a new secondary metabolite, antillatoxin B, an unusual N-methyl homophenylalanine analogue of the potent neurotoxin antillatoxin. Its structure was deduced from 2D NMR and data comparisons with antillatoxin. Antillatoxin B exhibited significant sodium channel-activating (EC50 = 1.77 muM) and ichthyotoxic (LC50 = 1 muM) properties.

引用

页码：983 / 985

页数：3

共 16 条

[1] TOXICITY IN SPONGES AND HOLOTHURIANS - GEOGRAPHIC PATTERN [J].

BAKUS, GJ ;

GREEN, G .

SCIENCE, 1974, 185 (4155) :951-953

[2] Antillatoxin and kalkitoxin, ichthyotoxins from the tropical cyanobacterium Lyngbya majuscula, induce distinct temporal patterns of NMDA receptor-mediated neurotoxicity [J].

Berman, FW ;

Gerwick, WH ;

Murray, TF .

TOXICON, 1999, 37 (11) :1645-1648

[3] Comparative study of toxic and non-toxic cyanobacterial products: Novel peptides from toxic Nodularia spumigena AV1 [J].

Fujii, K ;

Sivonen, K ;

Adachi, K ;

Noguchi, K ;

Sano, H ;

Hirayama, K ;

Suzuki, M ;

Harada, K .

TETRAHEDRON LETTERS, 1997, 38 (31) :5525-5528

[4]

HARRIGAN GG, 2000, PUBL R SOC CHEM, V257, P126

[5]

MANGER RL, 1995, J AOAC INT, V78, P521

[6] DETERMINATION OF D-AMINO ACIDS .2. USE OF A BIFUNCTIONAL REAGENT, 1,5-DIFLUORO-2,4-DINITROBENZENE [J].

MARFEY, P .

CARLSBERG RESEARCH COMMUNICATIONS, 1984, 49 (06) :591-596

[7] STRUCTURES OF 3 NEW HOMOTYROSINE-CONTAINING MICROCYSTINS AND A NEW HOMOPHENYLALANINE VARIANT FROM ANABAENA SP STRAIN 66 [J].

NAMIKOSHI, M ;

SIVONEN, K ;

EVANS, WR ;

CARMICHAEL, WW ;

ROUHIAINEN, L ;

LUUKKAINEN, R ;

RINEHART, KL .

CHEMICAL RESEARCH IN TOXICOLOGY, 1992, 5 (05) :661-666

[8] ANTILLATOXIN - AN EXCEPTIONALLY ICHTHYOTOXIC CYCLIC LIPOPEPTIDE FROM THE TROPICAL CYANOBACTERIUM LYNGBYA-MAJUSCULA [J].

ORJALA, J ;

NAGLE, DG ;

HSU, VL ;

GERWICK, WH .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1995, 117 (31) :8281-8282

[9] MALYNGAMIDE-H, AN ICHTHYOTOXIC AMIDE POSSESSING A NEW CARBON SKELETON FROM THE CARIBBEAN CYANOBACTERIUM LYNGBYA-MAJUSCULA [J].

ORJALA, J ;

NAGLE, D ;

GERWICK, WH .

JOURNAL OF NATURAL PRODUCTS-LLOYDIA, 1995, 58 (05) :764-768

[10] Isolation and structure of the human cancer cell growth inhibitory cyclodepsipeptide dolastatin 16 [J].

Pettit, GR ;

Xu, JP ;

Hogan, F ;

Williams, MD ;

Doubek, DL ;

Schmidt, JM ;

Cerny, RL ;

Boyd, MR .

JOURNAL OF NATURAL PRODUCTS, 1997, 60 (08) :752-754

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