New p-terphenyl and polyketide metabolites from the sclerotia of Penicillium raistrickii.
Three new p-terphenyls (1-3), a new xanthone derivative (4), and two known fungal metabolites (5 and 6) have been isolated from the sclerotia of Penicillium raistrickii (NRRL 2039). The structures for 3,3"-dihydroxy-6'-desmethylterphenyllin (1); 3'-demethoxy-6'-desmethyl-5'-methoxycandidusin B (2); 6'-desmethylcandidusin B (3); and 1,3,5, 6-tetrahydroxy-8-methylxanthone (4) were determined on the basis of HRMS and NMR data. Although compounds 1 and 4 exhibited mild antiinsectan and antibacterial activity, griseofulvin (5) was responsible for most of the activity of the sclerotial extract in dietary assays against the corn earworm Helicoverpa zea.
Belofsky
G N
GN
Department of Chemistry, University of Iowa, Iowa City, Iowa 52242, USA.
Gloer
K B
KB
Gloer
J B
JB
Wicklow
D T
DT
Dowd
P F
PF
D000818:Animals; D002851:Chromatography, High Pressure Liquid; D007306:Insecticides / Q000737:chemistry / Q000302:isolation & purification*; D009682:Magnetic Resonance Spectroscopy; D013058:Mass Spectrometry; D008826:Microbial Sensitivity Tests; D009036:Moths; D010406:Penicillins / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology; D010407:Penicillium / Q000737:chemistry*; D013056:Spectrophotometry, Ultraviolet
D007306:Insecticides; D010406:Penicillins