4.7 Article

Sebastianines A and B, novel biologically active pyridoacridine alkaloids from the Brazilian ascidian Cystodytes dellechiajeii

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JOURNAL OF ORGANIC CHEMISTRY
卷 67, 期 15, 页码 5429-5432

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AMER CHEMICAL SOC
DOI: 10.1021/jo011174h

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  1. NCI NIH HHS [CA 36622, 5 P 30 CA 42014] Funding Source: Medline
  2. NCRR NIH HHS [1S10RR06262] Funding Source: Medline

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Fractionation of the crude methanol extract of the ascidian Cystodytes dellechiajei collected in Brazil yielded two novel alkaloids, sebastianine A (1) and sebastianine B (2). The structures of both 1 and 2 were established by analysis of spectroscopic data, indicating an unprecedented ring system for both compounds, comprising a pyridoacridine system fused with a pyrrole unit in sebastianine A (1) and a pyridoacridine system fused with a pyrrolidine system condensed with alpha-hydroxyisovaleric acid in sebastianine B (2). Both alkaloids displayed a cytotoxic profile against a panel of HCT-116 colon carcinoma cells indicative of a p53 dependent mechanism.

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