Palau'amine: a cytotoxic and immunosuppressive hexacyclic bisguanidine antibiotic from the sponge Stylotella agminata

Guanidine is a familiar structural feature in marine natural products. Examples range from simple arginine derivatives to complex polycycles as, e.g., saxitoxin and tetrodotoxin. We now report the isolation and structure determination of a hexacyclic bisguanidine, palau'amine (1) from a sponge,...

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Bibliographic Details
Published in:Journal of the American Chemical Society 1993-04, Vol.115 (8), p.3376-3377
Main Authors: Kinnel, Robin B, Gehrken, Henning Peter, Scheuer, Paul J
Format: Article
Language:English
Subjects:
Biological and medical sciences
General pharmacology
Marine
Medical sciences
Pharmacognosy. Homeopathy. Health food
Pharmacology. Drug treatments
Stylotella agminata
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Summary:Guanidine is a familiar structural feature in marine natural products. Examples range from simple arginine derivatives to complex polycycles as, e.g., saxitoxin and tetrodotoxin. We now report the isolation and structure determination of a hexacyclic bisguanidine, palau'amine (1) from a sponge, Stylotella agminata, collected in the Western Caroline Islands. Aqueous extracts of the sponge, first collected in 1977 and recollected in November, 1991, at a depth of -5 to -50 m near Wonder Channel and Rock Islands, Republic of Belau, had substantial activity against gram-negative and gram-positive organisms and showed remarkable resistance to fungal growth on prolonged storage.
ISSN:0002-7863
1520-5126
DOI:10.1021/ja00061a065