An antifungal gamma-pyrone and xanthones with monoamine oxidase inhibitory activity from Hypericum brasiliense.
A new gamma-pyrone (hyperbrasilone), three known xanthones (1,5-dihydroxyxanthone, 5-hydroxy-1-methoxyxanthone and 6-deoxyjacareubin) and betulinic acid have been isolated from a dichloromethane extract of stems and roots of Hypericum brasiliense. Their structures were established by spectroscopic methods (UV, EI-MS, 1H and 13C NMR) and that of the gamma-pyrone was confirmed by X-ray crystallography. Hyperbrasilone and the xanthones were all antifungal against Cladosporium cucumerinum, while the three xanthones showed differing degrees of inhibition of monoamine oxidase A and B.
Rocha
L
L
Institut de Pharmacognosie et Phytochimie, Ecole de Pharmacie, Université de Lausanne, Switzerland.
Marston
A
A
Kaplan
M A
MA
Stoeckli-Evans
H
H
Thull
U
U
Testa
B
B
Hostettmann
K
K
D000818:Animals; D000935:Antifungal Agents / Q000737:chemistry / Q000302:isolation & purification / Q000494:pharmacology*; D001921:Brain / Q000187:drug effects / Q000201:enzymology; D002240:Carbohydrate Sequence; D002963:Cladosporium / Q000187:drug effects; D018360:Crystallography, X-Ray; D005663:Furans / Q000737:chemistry / Q000302:isolation & purification / Q000494:pharmacology*; D009682:Magnetic Resonance Spectroscopy; D008826:Microbial Sensitivity Tests; D008928:Mitochondria / Q000187:drug effects / Q000201:enzymology; D008969:Molecular Sequence Data; D008996:Monoamine Oxidase Inhibitors / Q000737:chemistry / Q000302:isolation & purification / Q000494:pharmacology*; D010936:Plant Extracts / Q000737:chemistry; D010946:Plants, Medicinal / Q000737:chemistry*; D011753:Pyrones / Q000737:chemistry / Q000302:isolation & purification / Q000494:pharmacology*; D051381:Rats; D014466:Ultraviolet Rays; D014966:Xanthenes / Q000737:chemistry / Q000302:isolation & purification / Q000494:pharmacology*; D044004:Xanthones
D000935:Antifungal Agents; D005663:Furans; D008996:Monoamine Oxidase Inhibitors; D010936:Plant Extracts; D011753:Pyrones; D014966:Xanthenes; D044004:Xanthones; C090260:hyperbrasilone; C009689:xanthone