Abstract

Chemical investigation of a lipophilic CHCl3 extract of the dried fruits of Barringtonia racemosa resulted in the isolation of two unusual monoacylated polyhydroxy oleanane triterpenoid congeners named racemosols C–D (1–2) along with three known compounds. Their structures were determined by comprehensive spectroscopic analysis coupled with chemical modifications as 21β-acetoxy-3β, 16α,22α,28-tetrahydroxyolean-12-ene (1) and 22α-(2-methylbutyryl)-3β, 15α,16α,21β,28-pentahydroxyolean-12-ene (2). Compounds (1–3, 1a, and 2a) were subjected to α-glucosidase inhibitory assay and 1 showed the most potent α-glucosidase inhibition with an IC50 value of 5.6μM.

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