New Triterpenes from the Heartwood of Melaleuca leucadendron L.

Fourteen chemical constituents were isolated from the CHCl3 soluble portion of the heartwood of Melaleuca leucadendron L.. These compounds include β-sitosterol (1), β-sitostenone (2), 6-hydroxy-4,6-dimethyl-3-hepten-2-one (3), naphthalene (4), squalene (5), 2α,3β-dihydroxyurs-12-en-28-oic acid (6), 3β-hydroxylup-20(29)-en-27,28-dioic acid (7), 2α,3β-dihydroxyolean-12-en-28-oic acid (8), 3β,23-dihydroxyolean-12-en-28-oic acid (9), 2α,3β,23-trihydroxyolean-12-en-28-oic acid (10), 3β-trans-p-coumaroyloxy-2α,23-dihydroxyolean-12-en-28-oic acid (11), and three novel oleanane derivatives 21-trans-p-coumaroyloxy-2α,3β-dihydroxyolean-12-en-28-oic acid (12), 3β-trans-caffeoyloxy-2α,23-dihydroxyolean-12-en-28-oic acid (13), and its isomer 3β-cis-caffeoyloxy-2α,23-dihydroxyolean-12-en-28-oic acid (14). The three novel compounds were characterized as the two and three O-methylated derivatives, respectively.