Seven new aroyl uridine derivatives (kipukasins A-G; 1-7) were isolated from solid-substrate fermentation cultures of two different Hawaiian isolates of Aspergillus versicolor. The structures of compounds 1-7 were determined by analysis of NMR and MS data. The nucleoside portion of lead compound 1 was assigned as uracil-1-β-D-ribofuranoside by spectral comparison with an authentic standard. The bioactivity of the original A. versicolor extracts was accounted for mainly by the presence of the known metabolite sterigmatocystin, but kipukasins A and B showed modest activity in assays against Gram-positive bacteria
antibacterial activity, Aspergillus versicolor, nucleosides, kipukasins
NCBI PubMed ID: 17608440Publication DOI: 10.1021/np070241lJournal NLM ID: 7906882Publisher: American Society of Pharmacognosy
Correspondence: James Gloer
Institutions: Department of Chemistry, UniVersity of Iowa, Iowa City, USA, Mycotoxin Research Unit, Agricultural Research SerVice, National Center for Agricultural Utilization Research, USDA, Peoria, IL, USA
Methods: 13C NMR, 1H NMR, EI-MS, NMR-2D, IR, ESI-MS, HPLC, UV, extraction, optical rotation measurement, CD, CC, HR-ESI-MS, precipitation, evaporation, HR-EI-MS