Abstract
The organic extract of liquid cultures of the marine-derived Penicillium sp. was investigated. Fractionation of the extracts of the fungus led to the purification and identification of two new compounds, penicillatides A (1) and B (2), together with the previously reported cyclo(R-Pro-S-Phe) (3) and cyclo(R-Pro-R-Phe) (4). The structures of compounds 1-4 were assigned by extensive interpretation of their NMR and high-resolution mass spectrometry (HRMS). The antiproliferative and cytotoxic activities of the compounds against three human cancer cell lines as well as their antimicrobial activity against several pathogens were evaluated. Compounds 2-4 displayed variable cytotoxic and antimicrobial activities.
Keywords:
2,5-diketopiperazines; cytotoxic and antimicrobial activities; marine Penicillium sp..
MeSH terms
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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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Antifungal Agents / chemistry
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Antifungal Agents / isolation & purification
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Antifungal 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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Aquatic Organisms
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Candida albicans / drug effects
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Candida albicans / growth & development
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Diketopiperazines / chemistry
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Diketopiperazines / isolation & purification
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Diketopiperazines / pharmacology*
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Disk Diffusion Antimicrobial Tests
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HCT116 Cells
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Hep G2 Cells
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Humans
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Inhibitory Concentration 50
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MCF-7 Cells
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Magnetic Resonance Spectroscopy
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Models, Chemical
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Penicillium / chemistry*
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Staphylococcus aureus / drug effects
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Staphylococcus aureus / growth & development
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Structure-Activity Relationship
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Vibrio / drug effects
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Vibrio / growth & development
Substances
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Anti-Bacterial Agents
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Antifungal Agents
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Antineoplastic Agents
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Diketopiperazines