Cladobotryal: a fungal metabolite with a novel ring system.
In screening for antifungal metabolites a novel compound, cladobotryal, was isolated from the mycoparasitic fungus Cladobotryum varium. Its structure was established as (+)-(2R*,3R*)-2-[(Z)-2-buten-2-yl]-3, 7-dihydro-3-formyl-3-methyl-5-phenylfuro[2,3-b]pyridin-4(2H)-one on the basis of spectroscopic evidence and single crystal X-ray analysis of its methyl hemiacetal. The fused furo[2,3-b]pyridinone skeleton of cladobotryal seems unprecedented within the chemical literature.
Breinholt
J
J
Novo Nordisk A/S, Bagsvaerd, Denmark.
Jensen
H C
HC
Kjaer
A
A
Olsen
C E
CE
Rassing
B R
BR
Rosendahl
C N
CN
Søtofte
I
I
D000935:Antifungal Agents / Q000737:chemistry* / Q000302:isolation & purification; D005658:Fungi / Q000737:chemistry*; D005663:Furans / Q000737:chemistry* / Q000302:isolation & purification; D009682:Magnetic Resonance Spectroscopy; D013058:Mass Spectrometry; D015394:Molecular Structure; D011728:Pyridones / Q000737:chemistry* / Q000302:isolation & purification; D014961:X-Ray Diffraction
C112140:2-(2-buten-2-yl)-3,7-dihydro-3-formyl-3-methyl-5-phenylfuro(2,3-b)pyridin-4(2H)-one; D000935:Antifungal Agents; D005663:Furans; D011728:Pyridones