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Australian Journal of Chemistry Australian Journal of Chemistry Society
An international journal for chemical science

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An unusual triterpene fatty acid conjugate from Dodonaea caespitosa

Andrew Bloomfield 0000-0003-4449-6872, Eugene Eades, Hendra Gunosewoyo 0000-0003-3897-1948, Alan Payne 0000-0003-4530-6348

Abstract

An unusual triterpene fatty acid conjugate was isolate from Dodonaea caespitosa. Its structure was formulated through spectroscopic methods of the acetylated natural product and hydrolysis into its individual components (p-hydroxydihydrocinnamic acid, (S)-(+)-8,16-dihydroxypalmitic acid and 30-hydroxybetulin). The stereochemistry of the hydroxyl at C8 of (S)-(+)-8,16-dihydroxypalmitic acid was determine by conversion to the known (S)-(+)-(8)-hydroxyplamitic acid using a Barton-McCombie deoxygenation reaction.

CH25050  Accepted 21 July 2025

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