Xanthones from a microfungus of the genus Xylaria.
Chemical investigations of a microfungus Xylaria sp. isolated from the Australian rainforest tree Glochidion ferdinandi have afforded two new natural products, 2-hydroxy-6-methyl-8-methoxy-9-oxo-9H-xanthene-1-carboxylic acid (1) and 2-hydroxy-6-hydroxymethyl-8-methoxy-9-oxo-9H-xanthene-1-carboxylic acid (2). Compound 1 has previously been synthesised but only partially characterised. Methylation of 1 using diazomethane afforded the crystalline compound 2,8-dimethoxy-6-methyl-9-oxo-9H-xanthene-1-carboxylic acid methyl ester (3), whose structure was determined by single crystal X-ray analysis. This paper reports the full spectroscopic characterisation of compounds 1-3 by NMR, UV, IR and MS data. All compounds were inactive in a brine shrimp lethality assay and several antimicrobial screens.
Healy
Peter C
PC
Chemical Biology Program, Eskitis Institute, Griffith University, Nathan Campus, Brisbane, QLD 4111, Australia.
Hocking
Ailsa
A
Tran-Dinh
Nai
N
Pitt
John I
JI
Shivas
Roger G
RG
Mitchell
Jennifer K
JK
Kotiw
Mike
M
Davis
Rohan A
RA
D001203:Ascomycota / Q000737:chemistry*; D007928:Lethal Dose 50; D009682:Magnetic Resonance Spectroscopy; D013058:Mass Spectrometry; D008745:Methylation; D008826:Microbial Sensitivity Tests; D008860:Microscopy, Ultraviolet; D015394:Molecular Structure; D010946:Plants, Medicinal / Q000737:chemistry*; D013055:Spectrophotometry, Infrared; D014197:Trees / Q000382:microbiology; D044004:Xanthones / Q000737:chemistry / Q000302:isolation & purification*
D044004:Xanthones