Antiviral agents. I. Synthesis and antiviral evaluation of trimeric naphthoquinone analogues of conocurvone

Ian Travers Crosby, Mark L Rose, Maree Collis, Paula J De Bruyn, Philip L Keep, Alan D Robertson

Research output: Contribution to journalArticleResearchpeer-review

20 Citations (Scopus)

Abstract

Conocurvone, a novel natural product isolated from the endemic Australian shrub Conosperum sp. (Proteaceae), exhibits anti-HIV activity but is a highly lipophilic compound, which suggests that there may be problems with its aqueous solubility and bioavailability. A general and convenient synthesis of trimeric naphthoquinones using the condensation of 2-hydroxynaphthoquinones and 2,3-dihaloquinones is described. The application of this method to the synthesis of a series of simpler and less lipophilic trimeric naphthoquinone simple analogues of conocurvone is also reported together with their anti-HIV activity.
Original languageEnglish
Pages (from-to)768 - 784
Number of pages17
JournalAustralian Journal of Chemistry
Volume61
Issue number10
Publication statusPublished - 2008

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