Abstract
The chemical investigation of the cytotoxic and antituberculosis active MeOH crude extract of the marine sponge Pachychalina sp. led to the isolation of six new nitrogenous metabolites, including ingenamine G (1), as well as a mixture of new cyclostellettamines G, H, I, K, and L (10-14) with the known cyclostellettamines A-F (4-9). Structural assignments of compound 1 were based on the analysis of MS and NMR data, while the structures of compounds 10-14 could be established by HPLC-MS/MS analysis. Ingenamine G displayed cytotoxic activity against HCT-8 (colon), B16 (leukemia), and MCF-7 (breast) cancer cell lines, antibacterial activity against Staphylococcus aureus (ATCC 25923), Escherichia coli (ATCC 25922), and four oxacilin-resistant S. aureus strains, and antimycobacterial activity against Mycobacterium tuberculosis H37Rv.
Publication types
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Research Support, Non-U.S. Gov't
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Research Support, U.S. Gov't, 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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Anti-Bacterial Agents / chemistry
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Anti-Bacterial Agents / isolation & purification*
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Anti-Bacterial Agents / pharmacology
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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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Antitubercular Agents / chemistry
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Antitubercular Agents / isolation & purification*
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Antitubercular Agents / pharmacology
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Brazil
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Drug Screening Assays, Antitumor
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Escherichia coli / drug effects
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Heterocyclic Compounds, 4 or More Rings / chemistry
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Heterocyclic Compounds, 4 or More Rings / isolation & purification*
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Heterocyclic Compounds, 4 or More Rings / pharmacology
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Humans
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Microbial Sensitivity Tests
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Molecular Structure
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Mycobacterium tuberculosis / drug effects
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Porifera / chemistry*
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Staphylococcus aureus / drug effects
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Tumor Cells, Cultured
Substances
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Alkaloids
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Anti-Bacterial Agents
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Antineoplastic Agents
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Antitubercular Agents
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Heterocyclic Compounds, 4 or More Rings
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ingenamine G