Abstract
A novel pentacyclic triterpenoid, 2β-hydroxy-3-oxo-D:A-friedoolenanan-29-oic acid has been isolated from the methanol extract of the stem bark of Dichapetalum barteri, and characterised by spectroscopic methods. Also reported for the first time from the plant are two lupane-type triterpenoids betulinic acid and betulonic acid, the friedelane triterpenoids syn:canophyllal, syn:canophyllol, friedelan-3-one and friedelan-3α-ol (epifriedelinol), the more common triterpenoids β-sitosterol and stigmasterol, as well as seven long chain esters of ferulic acid. Keyword: Dichapetalum barteri, Dichapetalaceae, pentacyclic triterpenoids, 2β-hydroxy-3- oxo-D:A-friedooleanan-29-oic acid, betulinic acid, betulonic acid; canophyllol, canophyllal, ferulic acid esters
Highlights
Dichapetalum barteri belongs to the small family Dichapetalaceae
As part of our systematic investigation of the family Dichapetalaceae occurring in Ghana, we recently reported a new class of triterpenoids never reported from any other plant family
Fractionation of the methanol extract of the stem bark of the plant yielded a novel pentacyclic triterpenoid identified as 2β-hydroxy-3-oxo-D:A-friedooleanan-29-oic acid 1, which is isomeric with 2α-hydroxy populnonic acid (2α –hydroxy-octandronic acid) 2b and 2α-hydroxy-3-oxoD:A-friedooleanan-30-oic acid 3a
Summary
Dichapetalum barteri belongs to the small family Dichapetalaceae (syn. Chailletiaceae), which is distributed throughout the world’s tropical and subtropical regions.[1]. We report the results of studies on the relatively rare species, D. barteri, which is said to have strong rodenticidal activity[7] and is toxic to goats.[8] Fractionation of the methanol extract of the stem bark of the plant yielded a novel pentacyclic triterpenoid identified as 2β-hydroxy-3-oxo-D:A-friedooleanan-29-oic acid 1, which is isomeric with 2α-hydroxy populnonic acid (2α –hydroxy-octandronic acid) 2b and 2α-hydroxy-3-oxoD:A-friedooleanan-30-oic acid 3a.9,10
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