Bioactive cyclic peptides from the psychrotolerant fungus Penicillium algidum.
A new cyclic nitropeptide, psychrophilin D (1), together with two known cyclic peptides, cycloaspeptide A (2) and cycloaspeptide D (3), were isolated from the psychrotolerant fungus Penicillium algidum using C18 flash chromatography, LH-20 Sephadex and preparative HPLC. The structure of psychrophilin D (1) was derived from mass spectrometric information, 1D and 2D NMR spectra and Marfey's method. The compounds were tested in antimicrobial, antiviral, anticancer and antiplasmodial assays. Psychrophilin D (1) exhibited a moderate activity (ID50 10.1 microg/ml) in the P388 murine leukaemia cell assay. Cycloaspeptide A (2) and D (3) exhibited moderate activity (IC50 3.5 and 4.7 microg/ml, respectively) against Plasmodium falciparum.
Dalsgaard
Petur W
PW
Marine Chemistry Section, Department of Chemistry, University of Copenhagen, Universitetsparken 5, DK-2100 Copenhagen, Denmark.
Larsen
Thomas O
TO
Christophersen
Carsten
C
D000818:Animals; D000900:Anti-Bacterial Agents / Q000302:isolation & purification / Q000494:pharmacology*; D000903:Antibiotics, Antineoplastic / Q000494:pharmacology; D000962:Antimalarials / Q000494:pharmacology; D000998:Antiviral Agents / Q000494:pharmacology; D001419:Bacteria / Q000187:drug effects; D045744:Cell Line, Tumor; D002851:Chromatography, High Pressure Liquid; D002942:Circular Dichroism; D004354:Drug Screening Assays, Antitumor; D006801:Humans; D007941:Leukemia P388 / Q000188:drug therapy; D009682:Magnetic Resonance Spectroscopy; D013058:Mass Spectrometry; D051379:Mice; D008826:Microbial Sensitivity Tests; D010407:Penicillium / Q000737:chemistry*; D010456:Peptides, Cyclic / Q000302:isolation & purification / Q000494:pharmacology*; D010963:Plasmodium falciparum / Q000187:drug effects; D014780:Viruses / Q000187:drug effects
D000900:Anti-Bacterial Agents; D000903:Antibiotics, Antineoplastic; D000962:Antimalarials; D000998:Antiviral Agents; D010456:Peptides, Cyclic; C500117:cycloaspeptide A; C500118:psychrophilin D