Characterization of four new antifungal yanuthones from Aspergillus niger
- 8 October 2014
- journal article
- Published by Springer Nature in The Journal of Antibiotics
- Vol. 68 (3) , 201-205
Abstract
Four new yanuthone analogs (1-4) were isolated from the filamentous fungus Aspergillus niger. The structures of the new compounds were elucidated on the basis of UHPLC-DAD-HRMS data and one-dimensional and two-dimensional NMR spectroscopy. Labeling studies with (13)C8-6-methylsalicylic acid identified three class I yanuthones originating from the polyketide 6-methylsalicylic acid (yanuthone K, L and M (1-3)) and a class II yanuthone, which was named yanuthone X2 (4). The four new compounds were tested toward the pathogenic yeast Candida albicans and all displayed antifungal activity. Yanuthone X2 represents the first example of a bioactive class II yanuthone, demonstrating the pharmaceutical potential of this class.Keywords
This publication has 17 references indexed in Scilit:
- Molecular and Chemical Characterization of the Biosynthesis of the 6-MSA-Derived Meroterpenoid Yanuthone D in Aspergillus nigerChemistry & Biology, 2014
- Characterization of a polyketide synthase in Aspergillus niger whose product is a precursor for both dihydroxynaphthalene (DHN) melanin and naphtho-γ-pyroneFungal Genetics and Biology, 2011
- Widespread Occurrence of the Mycotoxin Fumonisin B2 in WineJournal of Agricultural and Food Chemistry, 2010
- Production of Fumonisin B2and B4byAspergillus nigeron Grapes and RaisinsJournal of Agricultural and Food Chemistry, 2009
- Fumonisin B2production byAspergillus nigerin Thai coffee beansFood Additives & Contaminants: Part A, 2009
- Fumonisin B2 Production by Aspergillus nigerJournal of Agricultural and Food Chemistry, 2007
- Genome sequencing and analysis of the versatile cell factory Aspergillus niger CBS 513.88Nature Biotechnology, 2007
- Endophytic naphthopyrone metabolites are co-inhibitors of xanthine oxidase, SW1116 cell and some microbial growthsFEMS Microbiology Letters, 2004
- On the safety of Aspergillus niger - a reviewApplied Microbiology and Biotechnology, 2002
- Yanuthones: Novel Metabolites from a Marine Isolate of Aspergillus nigerThe Journal of Organic Chemistry, 2000