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Communication | Special issue | Vol 28, No. 1, 1989, pp.111-115
Published online, 1st January, 1970
DOI: 10.3987/COM-88-S46
Isoteucrin H4, a 19-Nor-neoclerodane Diterpenoid of Biogenetic Interest from Teucrium kotschyanum

Fatima Simões, Benjamin Rodriguez, Franco Piozzi,* Giuseppe Savona, Maurizio Bruno, and Nelly Apostolides Arnold

*Dipartimento di Chimica Organica, Università digli Studi di Palermo, Via Archirafi 20 90123 Palermo, Italy

Abstract

From the aerial parts of Teucrium kotschyanum a new neoclerodane diterpenoid, isoteucrin H4 was isolated and its structure of (12S)-15,16-epoxy-2α-hydroxy-19-nor-neocleroda-5(10),13(16),14-triene-18,6β; 20,12-diolide (2) was established by spectroscopic means and by partial synthesis from teucrin H4 (1). Isoteucrin H4 is the first 19-nor-neoclerod-5(10)-ene derivative found in nature and has biogenetic importance, since structures with a C-5,C-10 double bond were postulated as intermediates in the biosynthesis of the diterpenoids belonging to the H-10α-19-nor-neoclerodane series.