Ascosalipyrrolidinone A, an Antimicrobial Alkaloid, from the Obligate Marine Fungus Ascochyta salicorniae

• Published in: Journal of organic chemistry Vol. 65; no. 20; pp. 6412 - 6417
• Main Authors: OSTERHAGE, Claudia, KAMINSKY, Ronald, KöNIG, Gabriele M., WRIGHT, Anthony D.
• Format: Journal Article
• Language: English
• Published: WASHINGTON American Chemical Society 06.10.2000; Amer Chemical Soc
• Subjects: Animals; Anti-Bacterial Agents - chemistry; Anti-Bacterial Agents - isolation & purification; Anti-Bacterial Agents - pharmacology; Antimalarials - chemistry; Antimalarials - isolation & purification; Antimalarials - pharmacology; Ascomycota - chemistry; Bacteria - drug effects; Chemistry; Chemistry, Organic; Enzyme Inhibitors - chemistry; Enzyme Inhibitors - isolation & purification; Enzyme Inhibitors - pharmacology; Microbial Sensitivity Tests; Physical Sciences; Plasmodium falciparum - drug effects; Protein-Tyrosine Kinases - antagonists & inhibitors; Pyrroles - chemistry; Pyrroles - isolation & purification; Pyrroles - pharmacology; Science & Technology; Tetrahydronaphthalenes - chemistry; Tetrahydronaphthalenes - isolation & purification; Tetrahydronaphthalenes - pharmacology; Trypanocidal Agents - chemistry; Trypanocidal Agents - isolation & purification; Trypanocidal Agents - pharmacology; SECONDARY METABOLITES; ISOFLAVONES; PENOSTATINS; NATURAL-PRODUCTS; SUBSTANCES; ALGA; INHIBITOR; CYTOTOXIC METABOLITES
• ISSN: 0022-3263; 1520-6904
• DOI: 10.1021/jo000307g

From the green alga Ulva sp., the endophytic and obligate marine fungus Ascochyta salicorniae was isolated. A. salicorniae was mass cultivated and found to produce the unprecedented and structurally unusual tetramic acid containing metabolites ascosalipyrrolidinones A (1) and B (2). Additionally, the new natural product ascosalipyrone (3) and the known metabolites 4 and 5 were obtained. Ascosalipyrrolidinone A (1) has antiplasmodial activity toward Plasmodium falciparum strains K1 and NF 54, as well as showing antimicrobial activity and inhibiting tyrosine kinase p56(lck).