Lissoclinotoxins E and F, novel cytotoxic alkaloids from a Philippine didemnid ascidian
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Sandoval, IT
Concepcion, GP
da Rocha, RM
Ireland, CA
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Abstract
Bioassay-guided fractionation of the MeOH ext. from a Philippine didemnid ascidian resulted in the isolation of two new dimeric alkaloids, lissoclinotoxins E (I) and F (II). The polysulfide structures for compds. I and II were detd. by interpretation of spectroscopic data and chem. degrdn. Computational chem. studies suggested that the N-alkyl chains about the tricyclic systems of lissoclinotoxins E and F had trans and cis orientations, resp. Alkaloids I and II displayed IC50 values of 2.3 and 1.5 mg/mL, resp., towards the PTEN-deficient human breast carcinoma cell line, MDA-MB-468.
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Tetrahedron
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59
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© 2003 Elsevier. Please refer to the journal's website for access to the definitive, published version. This is the author-manuscript version of this paper. Reproduced in accordance with the copyright policy of the publisher.
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Medicinal and biomolecular chemistry
Organic chemistry