N-Hydroxypyridone alkaloids, chromone derivatives, and tetrahydroxanthones from the scale-insect pathogenic fungus Orbiocrella sp. BCC 33248

Six new compounds, an N-hydroxypyridone glucoside, orbiocrellin A (1), its aglycone orbiocrellin B (2), chromone glucosides 3 and 4, a dihydrochromone 5a/5b, and a chromone 6, were isolated from the scale-insect pathogenic fungus Orbiocrella sp. BCC 33248. Orbiocrellin A (1) exhibited antimalarial a...

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Bibliographic Details
Published in:Tetrahedron 2014-12, Vol.70 (48), p.9198-9203
Main Authors: Isaka, Masahiko, Haritakun, Rachada, Supothina, Sumalee, Choowong, Wilunda, Mongkolsamrit, Suchada
Format: Article
Language:English
Subjects:
Alkaloids
Antimalarial activity
Body centered cubic lattice
Cytotoxicity
Derivatives
Fungi
Glucosides
Invertebrate pathogenic fungi
Orbiocrella
Plasmodium falciparum
Tetrahedrons
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Summary:Six new compounds, an N-hydroxypyridone glucoside, orbiocrellin A (1), its aglycone orbiocrellin B (2), chromone glucosides 3 and 4, a dihydrochromone 5a/5b, and a chromone 6, were isolated from the scale-insect pathogenic fungus Orbiocrella sp. BCC 33248. Orbiocrellin A (1) exhibited antimalarial activity against Plasmodium falciparum K1 (IC50 3.1 μg/mL) while it was non-cytotoxic. In contrast, orbiocrellin B (2) showed both antimalarial (IC50 2.1 μg/mL) and cytotoxic (NCI-H187 cells, IC50 0.70 μg/mL) activities. [Display omitted]
ISSN:0040-4020
1464-5416
DOI:10.1016/j.tet.2014.10.029