Pyrroloacridine Alkaloids from Plakortis quasiamphiaster: Structures and Bioactivity
- 1 January 2007
- journal article
- research article
- Published by American Chemical Society (ACS) in Journal of Natural Products
- Vol. 70 (1) , 95-99
- https://doi.org/10.1021/np060585w
Abstract
A re-collection of Plakortis quasiamphiaster from Vanuatu in 2003 resulted in the isolation of three known compounds, plakinidine A (1) and amphiasterins B1 (6) and B2 (7). Also isolated was a new bis-oxygenated pyrroloacridine alkaloid, plakinidine E (8), with a unique O-substitution versus N-substitution at position C-12 in 1. The biological evaluation of the active compounds in two assays provided complementary data. Plakinidine A (1) exhibited cytotoxicity against human colon H-116 cells with an IC50 of 0.23 μg/mL, but there were no effects against the yeast Saccharomyces cerevisiae diploid homozygous deletion strain of topoisomerase I (top1Δ). By contrast, 8 was inactive against H-116 cells but was potent in the yeast halo screen.Keywords
This publication has 18 references indexed in Scilit:
- Biological activities of pyridoacridinesNatural Product Reports, 2004
- Marine Natural Products and Related Compounds in Clinical and Advanced Preclinical TrialsJournal of Natural Products, 2004
- Probing Biotransformation Relationships among Pyridoacridines by Focusing on Oxygenated AnaloguesJournal of Natural Products, 2003
- Mechanism of Ascididemin-Induced CytotoxicityChemical Research in Toxicology, 2003
- Deoxyamphimedine, a New Pyridoacridine Alkaloid from Two Tropical Xestospongia SpongesThe Journal of Organic Chemistry, 2001
- Neoamphimedine: A New Pyridoacridine Topoisomerase II Inhibitor Which Catenates DNAThe Journal of Organic Chemistry, 1999
- Plakinidine D, a New Pyrroloacridine Alkaloid from the Ascidian Didemnum rubeumJournal of Natural Products, 1997
- Plakinidine D, a New Pyrroloacridine Alkaloid from Two Ascidians of the Genus DidemnumJournal of Natural Products, 1997
- Inhibition of Topoisomerase II Catalytic Activity by Pyridoacridine Alkaloids from a Cystodytes sp. Ascidian: A Mechanism for the Apparent Intercalator-Induced Inhibition of Topoisomerase IIJournal of Medicinal Chemistry, 1994
- Novel marine sponge alkaloids. 1. Plakinidine A and B, anthelmintic active alkaloids from a Plakortis spongeJournal of the American Chemical Society, 1990