Neo-clerodane diterpenoids from Teucrium sandrasicum

delaTorre M., Rodriguez B., Bruno M., Fazio C., Baser K., Duman H.

PHYTOCHEMISTRY, vol.45, no.8, pp.1653-1662, 1997 (SCI-Expanded) identifier identifier

  • Publication Type: Article / Article
  • Volume: 45 Issue: 8
  • Publication Date: 1997
  • Doi Number: 10.1016/s0031-9422(97)00258-6
  • Journal Name: PHYTOCHEMISTRY
  • Journal Indexes: Science Citation Index Expanded (SCI-EXPANDED), Scopus
  • Page Numbers: pp.1653-1662
  • Keywords: Teucrium sandiasicum, Labiatae, neo-clerodane diterpenoids, oxetane derivatives, teusandrins A-F, NEOCLERODANE DITERPENOIDS, ANTIFEEDANT ACTIVITY, TEUPOLIN-I, STEREOCHEMISTRY, OLIVERIANUM, CHAMAEDRYS, C-12
  • Gazi University Affiliated: No


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 Fl] 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. (C) 1997 Elsevier Science Ltd. All rights reserved.