Antifungal metabolite with a new carbon skeleton from Keissleriella sp. YS4108, a marine filamentous fungus.
In addition to four known metabolites (4-acetyl-6,8-dihydroxy-5-methylisocoumarin, 6,8-dihydroxy-3-methylisocoumarin, 6,8-dihydroxy-3,5,7-trimethylisocoumarin and 3,3'-oxy-(5-methyl)-phenol), bioassay-guided fractionation of the culture of Keissleriella sp., a marine filamentous fungus (strain number: YS 4108), afforded an antifungal metabolite with a new carbon skeleton whose structure was elucidated spectrometrically as 3,6,8-trihydroxy-3-[3,5-dimethyl-2-oxo-3(E)-heptenyl]-2,3-dihydronaphthalen-1(4H)-one. In vitro antifungal assays of all isolates revealed that the new metabolite and 3,3'-oxybis[5-methylphenol] were inhibitory to the growth of the human pathogenic fungi Candida albicans, Tricophyton rubrum and Aspergillus niger with MICs of the former being 40, 20 and 80 microg/ml, and those of the latter 10, 30 and 50 microg/ml, respectively.
Liu
C H
CH
Meng
J C
JC
Zou
W X
WX
Huang
L L
LL
Tang
H Q
HQ
Tan
R X
RX
D000935:Antifungal Agents / Q000737:chemistry / Q000302:isolation & purification / Q000494:pharmacology*; D001203:Ascomycota; D001230:Aspergillus / Q000187:drug effects; D002176:Candida albicans / Q000187:drug effects; D002244:Carbon / Q000737:chemistry*; D005658:Fungi / Q000187:drug effects*; D009682:Magnetic Resonance Spectroscopy; D015394:Molecular Structure; D009281:Naphthalenes / Q000737:chemistry / Q000494:pharmacology*; D014249:Trichophyton / Q000187:drug effects
C459631:3,6,8-trihydroxy-3-(3,5-dimethyl-2-oxo-3(E)-heptenyl)-2,3-dihydronaphthalen-1(4H)-one; D000935:Antifungal Agents; D009281:Naphthalenes; D002244:Carbon