Abstract
Two new sceptrin derivatives (1,2) and eight structurally-related known bromopyrrole-bearing alkaloids were isolated from the tropical sponge Agelas kosrae. By a combination of spectroscopic methods, the new compounds, designated dioxysceptrin (1) and ageleste C (2), were determined to be structural analogs of each other that differ at the imidazole moiety. Dioxysceptrin was also found to exist as a mixture of α-amido epimers. The sceptrin alkaloids exhibited weak cytotoxicity against cancer cells. Compounds 1 and 2 also moderately exhibited anti-angiogenic and isocitrate lyase-inhibitory activities, respectively.
Keywords:
anti-angiogenesis; bioactive marine natural products; isocitrate lyase; marine sponge; pyrrole-imidazole alkaloids; sceptrin.
MeSH terms
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Agelas / chemistry*
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Alkaloids / chemistry
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Alkaloids / isolation & purification
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Alkaloids / pharmacology*
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Angiogenesis Inhibitors / chemistry
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Angiogenesis Inhibitors / isolation & purification
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Angiogenesis Inhibitors / pharmacology
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Animals
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Antineoplastic Agents / chemistry
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Antineoplastic Agents / isolation & purification
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Antineoplastic Agents / pharmacology
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Biological Products / isolation & purification
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Biological Products / pharmacology*
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Cell Line, Tumor
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Drug Screening Assays, Antitumor
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Enzyme Assays
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Human Umbilical Vein Endothelial Cells
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Humans
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Isocitrate Lyase / antagonists & inhibitors
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Pyrroles / chemistry
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Pyrroles / isolation & purification
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Pyrroles / pharmacology*
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Stereoisomerism
Substances
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Alkaloids
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Angiogenesis Inhibitors
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Antineoplastic Agents
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Biological Products
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Pyrroles
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sceptrin
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Isocitrate Lyase