Putralone, a Novel 10α-Hydroxy-25-nor D:A Friedo-Oleanane Triterpenoid from Putranjiva Roxburghii

Abstract

Chemical investigation of the leaves of Putranjiva roxburghii has resulted in the isolation of two new triterpenoids, putralone, a novel 10α-hydroxy-25-nor D:A friedo-olean-9(11)-en-3 one and 3β-acetoxy-cycloart-24-en-23-one, along with a rare hopanoid, adian-5-en-3β,29-diol. Other known triterpenoids isolated from this plant are 3β-acetoxy-adian-5-ene, putrol, putrone, putranjivadione, roxburghonic acid, friedelin, friedlan-3α-ol, oleanolic acid and erythrodiol. Interestingly, putralone is the first example of a naturally occurring nor friedo-oleanane triterpenoid having a hydroxyl functionality at the C-10 position.