Issue 35, 2012

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.

Graphical abstract: A novel tricyclic polyketide and its biosynthetic precursor azaphilone derivatives from the endophytic fungus Dothideomycete sp

Supplementary files

Article information

Article type
Paper
Submitted
18 May 2012
Accepted
05 Jul 2012
First published
05 Jul 2012

Org. Biomol. Chem., 2012,10, 7220-7226

A novel tricyclic polyketide and its biosynthetic precursor azaphilone derivatives from the endophytic fungus Dothideomycete sp

S. P. D. Senadeera, S. Wiyakrutta, C. Mahidol, S. Ruchirawat and P. Kittakoop, Org. Biomol. Chem., 2012, 10, 7220 DOI: 10.1039/C2OB25959A

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