Abstract
Two new polycyclic alkaloids, neopetrocyclamines A and B (1 and 2), along with the known metabolites papuamine (3) and haliclonadiamine (4), were isolated from the Indonesian sponge Neopetrosia cf exigua. Neopetrocyclamine A contains a formamidinium moiety, a rare functional group. While these compounds share the same basic biosynthetic building blocks, the size of the ring system differs in 1 and 2 because of the formamidinium moiety. Biological evaluations of 1-4 revealed that papuamine is cytotoxic against glioblastoma SF-295 cells (GI50 = 0.8 μM).
Publication types
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Research Support, N.I.H., Extramural
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Research Support, Non-U.S. Gov't
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Research Support, U.S. Gov't, Non-P.H.S.
MeSH terms
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Alkaloids / chemistry
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Alkaloids / isolation & purification*
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Alkaloids / 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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Diamines / chemistry
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Diamines / isolation & purification*
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Diamines / pharmacology
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Drug Screening Assays, Antitumor
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Humans
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Indonesia
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Molecular Structure
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Nuclear Magnetic Resonance, Biomolecular
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Polycyclic Compounds / chemistry
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Polycyclic Compounds / isolation & purification*
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Polycyclic Compounds / pharmacology
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Porifera / chemistry*
Substances
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Alkaloids
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Antineoplastic Agents
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Diamines
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Polycyclic Compounds
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haliclonadiamine
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neopetrocyclamine A
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neopetrocyclamine B
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papuamine