Abstract
Two new neo-clerodane diterpenoids, teugracilins D and E, together with the previously known diterpene 19-acetylteulepicin, have been isolated from Teucrium gracile. The structures of teugracilin D [19-acetoxy-40α, 18;15,16-diepoxy-3β,6α-dihydroxy- neo-cleroda-13(16),14-diene-(20- O-acetyl) -20 R, 12 S-hemiacetal] and teugracilin E [3β,6α,12ξ,19,20-pentaacetoxy-4α,18;15,16-diepoxy- neo-cleroda-13(16),14-diene] were determined on spectroscopic grounds. In addition, reexamination of the diterpene composition of T. fruticans allowed the isolation, for the first time from Teucrium species, of a new seco- neo-clerodane derivative, fruticolide. Its structure, 19-acetoxy-4α,18;15,16-diepoxy-5,6-seco- neo-cleroda-13(16),14-dien-6,1α-olide, was established by spectroscopic means, including an X-ray diffraction analysis.
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