Structure and absolute configuration of new diterpenes from Lavandula multifida.
Four new diterpenes (1-4) have been isolated from the aerial parts of Lavandula multifida, together with the known compound glutinosin (5). The structures of these compounds were identified on the basis of extensive NMR studies as 15,16-dihydroxy-7,11-dioxopimar-8(9)-ene (1), 15S,16-dihyroxy-7-oxopimar-8(9)-ene (2), 15,16,17-trihydroxy-7-oxopimar-8(9)-ene (3), and 15,16,17-trihydroxypimar-8(9)-ene (4). The absolute configuration of the 15,16-diol moiety in 1-5 was determined observing the circular dichroism induced after addition of dimolybdenum tetracetate in DMSO solution.
Politi
Matteo
M
Dipartimento di Chimica Bioorganica e Biofarmacia, Università di Pisa, Via Bonanno 33, 56126 Pisa, Italy.
De Tommasi
Nunziatina
N
Pescitelli
Gennaro
G
Di Bari
Lorenzo
L
Morelli
Ivano
I
Braca
Alessandra
A
D002942:Circular Dichroism; D004224:Diterpenes / Q000737:chemistry / Q000302:isolation & purification*; D027523:Lavandula / Q000737:chemistry*; D008968:Molecular Conformation; D015394:Molecular Structure; D009018:Morocco; D019906:Nuclear Magnetic Resonance, Biomolecular; D010946:Plants, Medicinal / Q000737:chemistry*; D013237:Stereoisomerism
D004224:Diterpenes; C471534:glutinosin