Isolation and structural elucidation of eight new related analogues of the mycotoxin (-)-botryodiplodin from Penicillium coalescens.
Bioassay-guided fractionation of the organic extract derived from the terrestrial fungus Penicillium coalescens led to the isolation of the known mycotoxin (-)-botryodiplodin (1) and eight new structurally related analogues (2-9). The structures of the novel compounds were determined by MS and NMR studies, including 1D and 2D NMR. A likely biogenetic pathway from the aldehydic open form of 1 (C7 unit, U1) is proposed for these metabolites. Among all the isolated metabolites, only (-)-1 showed antifungal, antibacterial, and insecticidal activity. This latter activity appears to be a new property attributed to (-)-1.
Cabedo
Nuria
N
Centro de Ecología Química Agrícola, Universidad Politécnica de Valencia, Campus de Vera, Edificio 9B, Laboratorio 111, 46022 Valencia, Spain.
López-Gresa
M Pilar
MP
Primo
Jaime
J
Ciavatta
Maria Letizia
ML
González-Mas
M Carmen
MC
D005663:Furans / Q000737:chemistry* / Q000302:isolation & purification* / Q000378:metabolism; D009682:Magnetic Resonance Spectroscopy; D013058:Mass Spectrometry; D015394:Molecular Structure; D009183:Mycotoxins; D010407:Penicillium / Q000737:chemistry*
D005663:Furans; D009183:Mycotoxins; C006789:botryodiplodin