Structure Elucidation and in Vitro Toxicity of New Azaspiracids Isolated from the Marine Dinoflagellate Azadinium poporum
نویسندگان
چکیده
Two strains of Azadinium poporum, one from the Korean West coast and the other from the North Sea, were mass cultured for isolation of new azaspiracids. Approximately 0.9 mg of pure AZA-36 (1) and 1.3 mg of pure AZA-37 (2) were isolated from the Korean (870 L) and North Sea (120 L) strains, respectively. The structures were determined to be 3-hydroxy-8-methyl-39-demethyl-azaspiracid-1 (1) and 3-hydroxy-7,8-dihydro-39-demethyl-azaspiracid-1 (2) by ¹H- and (13)C-NMR. Using the Jurkat T lymphocyte cell toxicity assay, (1) and (2) were found to be 6- and 3-fold less toxic than AZA-1, respectively.
منابع مشابه
Isolation, structure elucidation, relative LC-MS response, and in vitro toxicity of azaspiracids from the dinoflagellate Azadinium spinosum.
We identified three new azaspiracids (AZAs) with molecular weights of 715, 815, and 829 (AZA33 (3), AZA34 (4), and AZA35, respectively) in mussels, seawater, and Azadinium spinosum culture. Approximately 700 μg of 3 and 250 μg of 4 were isolated from a bulk culture of A. spinosum, and their structures determined by MS and NMR spectroscopy. These compounds differ significantly at the carboxyl en...
متن کاملImproved isolation procedure for azaspiracids from shellfish, structural elucidation of azaspiracid-6, and stability studies.
Azaspiracids are a group of lipophilic polyether toxins produced by the small dinoflagellate Azadinium spinosum. They may accumulate in shellfish and can result in illnesses when consumed by humans. Research into analytical methods, chemistry, metabolism, and toxicology of azaspiracids has been severely constrained by the scarcity of high-purity azaspiracids. Consequently, since their discovery...
متن کاملStructure Elucidation, Relative LC-MS Response and In Vitro Toxicity of Azaspiracids 7-10 Isolated from Mussels (Mytilus edulis).
Azaspiracids (AZAs) are marine biotoxins produced by dinoflagellates that can accumulate in shellfish, which if consumed can lead to poisoning events. AZA7-10, 7-10, were isolated from shellfish and their structures, previously proposed on the basis of only LC-MS/MS data, were confirmed by NMR spectroscopy. Purified AZA4-6, 4-6, and 7-10 were accurately quantitated by qNMR and used to assay cyt...
متن کاملIsolation and structure elucidation of a new alkaloid from the Indonesian Blue-Green Alga Arthrospira platensis
A new alkaloid (1) and two known compounds (2 and 3) were isolated from the blue-greenalga Arthrospira platensis. Their structures were determined on the basis of spectroscopic data.According to the obtained data and values in the literature, the compounds were concluded to beeckol.
متن کاملIsoflavonoids isolated from Smirnowia iranica as new antiprotozoal agents
The Leguminosae (Fabaceae) is the second-largest family of flowering plants and contains 657 genera and about 16400 species. It includes more important drugs than any other family. Apart from a report on description of the species in Iran, the literature lists only reports of photosynthesis and carbon dioxide exchange in the plant, and also three reports on isolation of alkaloids named smirnovi...
متن کامل