Abstract
Azaphilone derivatives 1 and 2 and a novel tricyclic polyketide 3, together with a known azaphilone, austdiol (4), were isolated from the endophytic fungus Dothideomycete sp., which was isolated from a Thai medicinal plant, Tiliacora triandra. Compound 3 is the first polyketide having a tricyclic 6,6,6 ring system, which is similar to that of a terpenoid skeleton. The absolute configurations of stereogenic centers in 1-3 were addressed by Mosher's method and biosynthetic analogy with a known azaphilone isolated from the same fungus. Cytotoxic and antimicrobial activities of the isolated compounds were evaluated.
Publication types
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Research Support, Non-U.S. Gov't
MeSH terms
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Aldehydes / chemistry
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Aldehydes / isolation & purification
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Aldehydes / pharmacology
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Anti-Bacterial Agents / chemistry*
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Anti-Bacterial Agents / isolation & purification
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Anti-Bacterial Agents / pharmacology
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Antineoplastic Agents / chemistry*
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Antineoplastic Agents / isolation & purification
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Antineoplastic Agents / pharmacology
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Benzopyrans / chemistry*
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Benzopyrans / isolation & purification
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Benzopyrans / pharmacology
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Cell Line, Tumor
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Fungi / chemistry*
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Humans
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Neoplasms / drug therapy
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Pigments, Biological / chemistry*
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Pigments, Biological / isolation & purification
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Pigments, Biological / pharmacology
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Plants, Medicinal / microbiology*
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Polyketides / chemistry*
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Polyketides / isolation & purification
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Polyketides / pharmacology
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Staphylococcal Infections / drug therapy
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Staphylococcus aureus / drug effects
Substances
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Aldehydes
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Anti-Bacterial Agents
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Antineoplastic Agents
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Benzopyrans
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Pigments, Biological
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Polyketides
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austdiol
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azaphilone