Cadina-4,11-diene from Viguiera oblongifolia

Kaurane and pimarane-type diterpenes from the Viguiera species inhibit vascular smooth muscle contractility

“…, 1996a, Viguiera oblongifolia Gardn. (Bohlmann et al, 1984;Tamayo-Castillo et al, 1990), Viguiera quinqueremis Blake (Da Costa et al, 2001;Spring et al, 2001), Viguiera nervosa Gardn. (Tamayo-Castillo et al, 1990) and Viguiera gardneri Baker (Schorr et al, 2002).…”

Functional characterisation of twelve terpene synthases from actinobacteria

“…The structure of the product was confirmed through a preparative scale incubation of FPP (80 mg, 185 μmol) yielding pure 12 (1 mg, 4.9 μmol, 2.6%) for NMR spectroscopic analysis (Table S4, Figures S24–S31, Supporting Information File 1 ). The optical rotation of [α] D 25 = –9.4 ( c 0.64, CH 2 Cl 2 ) pointed to the same enantiomer as in the plant Viguiera oblongifolia ([α] D 24 = –8 ( c 0.4, CHCl 3 )) [ 43 ]. A (−)-amorpha-4,11-diene synthase (ADS) is also known from Artemisia annua and catalyses the first committed step in the biosynthesis of artemisinin [ 44 ].…”

“…With FPP both enzymes resulted in the formation of a sesquiterpene hydrocarbon that was identified by GC-MS as amorpha-4,11-diene (12, Figure 4). The structure of the product was confirmed through a preparative scale incubation of FPP (80 mg, 185 μmol) yielding pure 12 (1 mg, 4.9 μmol, 2.6%) for NMR spectroscopic analysis (Table S4, )) [43]. A (−)-amorpha-4,11-diene synthase (ADS) is also known from Artemisia annua and catalyses the first committed step in the biosynthesis of artemisinin [44].…”

Natural sesquiterpenoids

“…Five new nitrogenous sesquiterpenoids (38 1)-( 385) have been found in the Mediterranean sponge Axinella cannabina. 67 These compounds form two new isocyanide-isothiocyanateformamide series. An X-ray analysis of mortonin C has confirmed' 6 8 its structure and stereochemistry and hence those of the mortonins A and D, with which it has been chemically correlated.…”