Abstract
Crude extracts of the Penicillium sp. strain KF620 isolated from the North Sea showed antimicrobial activities against Xanthomonas campestris and Candida glabrata. Purification of the extracts led to the isolation of the new aromatic butenolides eutypoids B (1), C (2), D (3), and E (4). Their structures were elucidated by NMR spectroscopy and supported by HRESIMS and UV data. The antibacterial activity of the crude extracts was due to the presence of the known diketopiperazine fellutanine (cyclo(Trp-Trp)). The eutypoids were neither cytotoxic nor antibacterial, but inhibited the activity of glycogen synthase kinase-3β.
Publication types
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Research Support, Non-U.S. Gov't
MeSH terms
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4-Butyrolactone / analogs & derivatives*
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4-Butyrolactone / chemistry
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4-Butyrolactone / isolation & purification
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4-Butyrolactone / pharmacology
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Aminophenols / chemistry
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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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Bacteria / drug effects
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Candida glabrata / drug effects
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Dipeptides / pharmacology
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Drug Screening Assays, Antitumor
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Glycogen Synthase Kinases / antagonists & inhibitors
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HT29 Cells
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Hep G2 Cells
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Humans
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Maleimides / chemistry
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Mice
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Microbial Sensitivity Tests
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Molecular Structure
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NIH 3T3 Cells
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North Sea
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Nuclear Magnetic Resonance, Biomolecular
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Penicillium / chemistry*
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Peptides, Cyclic / pharmacology
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Xanthomonas campestris / drug effects
Substances
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3-(3-chloro-4-hydroxyphenylamino)-4-(4-nitrophenyl)-1H-pyrrole-2,5-dione
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Aminophenols
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Anti-Bacterial Agents
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Antineoplastic Agents
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Dipeptides
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Maleimides
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Peptides, Cyclic
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cyclo(tryptophyl-tryptophyl)
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butenolide
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Glycogen Synthase Kinases
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4-Butyrolactone