Isolation of solavetivone from Nicotiana tabacum

Hydroxysolanascone glucosides from flue-cured tobacco leaves.

“…The molecular weight (234) ofaglycone 7 is well consistent with that of the monooxygenated solanascone structure. These findings strongly suggested that the aglycone is 13hydroxysolanascone (7). The 2D-COSY experiment results also supported satisfactorily the structure of 7.…”

“…Saponification of 5 was performed with saturated NH3-Me0Hat room temperature for 12hr. The reaction mixture was concentrated and then submitted to enzymic hydrolysis to yield 13-hydroxysolanascone (7). 13-Hydroxysolavetivone (9).…”

HPTLC and reverse phase HPLC methods for the simultaneous quantification and in vitro screening of antioxidant potential of isolated sesquiterpenoids from the rhizomes of Cyperus rotundus

“…This is the first report of a vetispirane derivative, solavetivone in C. rotundus. Solavetivone has been isolated for the first time as a phytoalexin and a major stress metabolite produced by infected potato tubers [15] and later as a minor volatile component of tobacco leaves [16].…”

Synthesis of Sesquiterpenes via Silicon-Guided Rearrangement of Epoxydecalins

“…We have used this strategy in a synthesis of (+)-anhydro-β-rotunol (10) and of all diastereomers of 6,11-spirovetivadiene (40a-d) starting from santonin (39) [17] (Figure 1). (+)-Anhydro-β-rotunol was first isolated as a natural product from Solanum tuberosum tissues infected with the fungus Phytophthora infestans [18], and later from the roots of Solanum aethiopicum [19]. Structure 40a has been assigned to (−)premnaspirodiene, isolated from Premna latifolia [20] and Lepichinia sp.…”