5-N-acetylardeemin, a novel heterocyclic compound which reverses multiple drug resistance in tumor cells. II. Isolation and elucidation of the structure of 5-N-acetylardeemin and two congeners

• Published in: Journal of antibiotics Vol. 46; no. 3; p. 380
• Main Authors: Hochlowski, J E, Mullally, M M, Spanton, S G, Whittern, D N, Hill, P, McAlpine, J B
• Format: Journal Article
• Language: English
• Published: Japan 1993
• Subjects: Antibiotics, Antineoplastic - chemistry; Antibiotics, Antineoplastic - isolation & purification; Antibiotics, Antineoplastic - pharmacology; Aspergillus - chemistry; Drug Resistance, Microbial; Heterocyclic Compounds - chemistry; Heterocyclic Compounds - isolation & purification; Heterocyclic Compounds - pharmacology; Humans; Magnetic Resonance Spectroscopy; Pyrimidinones - chemistry; Pyrimidinones - isolation & purification; Pyrimidinones - pharmacology; Tumor Cells, Cultured - drug effects
• ISSN: 0021-8820
• DOI: 10.7164/antibiotics.46.380

A family of novel compounds has been detected and isolated following an assay for the attenuation of multiple drug resistance in tumor cells from the fermentation broth and mycelia of a strain of Aspergillus fischeri which we have designated var. brasiliensis. The structures of three components were determined employing 1-D and 2-D homonuclear and heteronuclear NMR spectroscopy and mass spectrometry. The structure of 5-N-acetylardeemin was confirmed by single crystal X-ray diffraction. These compounds are most closely structurally related to asperlicin E1).