title: A novel tricyclic polyketide and its biosynthetic precursor azaphilone derivatives from the endophytic fungus Dothideomycete sp.
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.
authors: Chulabhorn Graduate Institute, Chemical Biology Program, Laksi, Bangkok, Thailand.
authors: Sarath P D
authors: SP
authors: Senadeera
authors: Suthep
authors: S
authors: Wiyakrutta
authors: Chulabhorn
authors: C
authors: Mahidol
authors: Somsak
authors: S
authors: Ruchirawat
authors: Prasat
authors: P
authors: Kittakoop
mesh_terms: D000447:Aldehydes / Q000737:chemistry / Q000302:isolation & purification / Q000494:pharmacology; D000900:Anti-Bacterial Agents / Q000737:chemistry* / Q000302:isolation & purification / Q000494:pharmacology; D000970:Antineoplastic Agents / Q000737:chemistry* / Q000302:isolation & purification / Q000494:pharmacology; D001578:Benzopyrans / Q000737:chemistry* / Q000302:isolation & purification / Q000494:pharmacology; D045744:Cell Line, Tumor; D005658:Fungi / Q000737:chemistry*; D006801:Humans; D009369:Neoplasms / Q000188:drug therapy; D010860:Pigments, Biological / Q000737:chemistry* / Q000302:isolation & purification / Q000494:pharmacology; D010946:Plants, Medicinal / Q000382:microbiology*; D061065:Polyketides / Q000737:chemistry* / Q000302:isolation & purification / Q000494:pharmacology; D013203:Staphylococcal Infections / Q000188:drug therapy; D013211:Staphylococcus aureus / Q000187:drug effects
chemical_list: D000447:Aldehydes; D000900:Anti-Bacterial Agents; D000970:Antineoplastic Agents; D001578:Benzopyrans; D010860:Pigments, Biological; D061065:Polyketides; C474729:austdiol; C494154:azaphilone