53625-15-3Relevant academic research and scientific papers
Total synthesis of (-)-teucvidin
Liu, Xiaozu,Lee, Chi-Sing
, p. 2886 - 2889 (2012/08/07)
A concise enantioselective synthesis of (-)-teucvidin has been achieved. Our synthetic strategy involved the diastereoselective Michael/Conia-ene cascade cyclization reaction for rapid establishment of the cis-decalin skeleton with three new stereogenic centers in one pot (72%, single diastereomer), the epoxidation/dealkoxycarbonylation protocol for construction of the fused furanone moiety, and the O-allylation/Claisen rearrangement protocol for construction of the all-carbon quaternary center at C9 of the clerodane skeleton.
NEO-CLERODANE DITERPENOIDS FROM TEUCRIUM CANADENSE
Bruno, Maurizio,Piozzi, Franco,Savona, Guiseppe,Torre, Maria C. De La,Rodriguez, Benjamin
, p. 3539 - 3541 (2007/10/02)
From the aerial parts of Teucrium canadense two new neo-clerodane diterpenoids, 18-acetylmontanin D and isoteuflin, have been isolated, besides the previously known diterpenes teucvidin, teuflin, teucvin, 12-epiteupolin II, teuscorodal and (12R)-teupolin I.The structures of 18-acetylmontanin D (18-acetoxy-4α,19;15,16-diepoxy-6β-hydroxy-neo-cleroda-13(16),14-dien-20,12S-olide) and isoteuflin (15,16-epoxy-19-nor-neo-cleroda-5(10),13(16),14-triene-18,6β;20,12S-diolide) were established by chemical and spectroscopic means.The isolation of isoteuflin from T. canadense is of biogenetic importance, since it was previously postulated as the intermediate in the biosynthesis of teucvidin and until now only known as a synthetic compound.Key Word Index - Teucrium canadense; Libiatea; diterpenoids; neo-clerodane derivatives.
