Neo-clerodane diterpenoids from Teucrium sandrasicum
1997
Torre, M.C de la | Rodriguez, B. | Bruno, M. | Fazio, C. | Baser, K.H.C. | Duman, H.
Six new neo-clerodane diterpenoids, teusandrins A-F, and two known compounds, teucjaponin B and its 6-O-acetyl derivative, were isolated from the aerial parts of Teucrium sandrasicum. The structures of the new diterpenoids [(12S)-6 alpha,19-diacetoxy-4 alpha,18; 15,16-diepoxy-8 beta,10 beta-dihydroxy-neo-cleroda 13(16),14-dien-20,12-olide (teusandrin A), (12S)-19-acetoxy-4 alpha,18; 15,16-diepoxy-6 alpha, 8 beta, 10 beta-trihydroxy-neo-cleroda -13(16),14-dien-20,12-olide (teusandrin B), (12S)-4 alpha,19; 15,16-diepoxy-6 alpha, 8 beta, 10 beta, 18-tetrahydroxy-neo-cleroda -13(16),14-dien-20,12-olide (teusandrin C), (12S)-4 alpha, 19; 15,16-diepoxy-6 alpha, 10 beta, 18-trihydroxy-neo-cleroda -13(16),14-dien-20,12-olide (teusandrin D), (12S)-4 beta, 10 beta; 15,16-diepoxy-18,19-dihydroxy-6-oxo-neo -cleroda-13(16),14-dien-20,12-olide (teusandrin E) and (12S)-4 beta, 10 beta; 15,16-diepoxy-6 alpha, 18,19-trihydroxy-neo-cleroda -13(16),14-dien-20,12-olide (teusandrin F)] were established by chemical and spectroscopic means. The probable identity between teusandrins A and B, and the previously described sandrasin A and 6-deacetylsandrasin A, respectively, is also discussed.
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