15α-Hydroxy-β-Amyrin and Patagonic Acid from Baccharis magellanica and Baccharis patagonica

Antibacterial compounds from Salvia adenophora Fernald (Lamiaceae)

“…The scaffold of 10 was assembled with the aid of HSQC and HMBC experiments ( Table 2). The NMR data suggested a structure resembling that of (À)-patagonic acid, but differing in ring A (Pinto et al, 2010;Rivera et al, 1988). Signals at d H = 4.40 and d C = 64.5 were consistent with the presence of an hydroxyl group at C2, and this was supported by HMBC correlations H1AC2, H3AC2, H10AC2, H2AC3, H2AC10.…”

Two New Diterpenoids from Ballota limbata

“…The a,b-unsaturated g-lactone and the a,b-unsaturated carbonyl group of 1 ± 3 gave rise to a l max at 210 nm and absorptions at 1752 ± 1769 cm À1 and 1678 ± 1681 cm À1 , respectively, similar to the absorption maxima of −neocleroda-3,13-diene-15,16-olide-18-oic acid× [8]. An absorption at 2980 cm À1 suggested the presence of a COOH group in 2 and 3 [8] [9].…”

“…In the HMBC spectrum, correlations between HÀC(6) (d(H) 3.69) and C(7) (d(C) 31.4), C(8) (d(C) 38.1), C(4) (d(C) 139.7), C(10) (d(C) 44.9), and C(18)O (d(C) 171) were observed. The HMBC correlations of the olefinic HÀC(3) (d(H) 6.46) with C(18)O and C(6) established the presence of a lactone ring linking the rings A and B of clerodane through C(4) and C(6) [10] [11], thus connecting the partial structures C(3) to C(1) and C(6) to C (8). The configuration of the lactone ring at C(4) and C(6) was deduced by a 1D-NOESY experiment.…”

3',8"-biisokaempferide, a cytotoxic biflavonoid and other chemical constituents of Nanuza plicata (Velloziaceae)

“…The known flavonoid amentoflavone (2) was identified by spectral data analysis and comparison with literature values. 19 The structures of 3 and 4 were identified by NMR as patagonic acid 14 and (4aR,5S,6R,8aR)-5-[2-(2,5-dihydro-5-methoxy-2-oxofuran-3-yl)ethyl]-3,4,4a,5,6,7,8,8a-octahydro-5,6,8a-trimethylnaphthalene-1-carboxylic acid, respectively, both diterpenes of the clerodane type. 15,24,25 According to the literature 14 on substance 3 the chemical shifts of C-2 is 27.4 and C-7 is 27.2.…”

“…19 The structures of 3 and 4 were identified by NMR as patagonic acid 14 and (4aR,5S,6R,8aR)-5-[2-(2,5-dihydro-5-methoxy-2-oxofuran-3-yl)ethyl]-3,4,4a,5,6,7,8,8a-octahydro-5,6,8a-trimethylnaphthalene-1-carboxylic acid, respectively, both diterpenes of the clerodane type. 15,24,25 According to the literature 14 on substance 3 the chemical shifts of C-2 is 27.4 and C-7 is 27.2. HMBC spectrum showed a correlation of the signal at 0.85 (d, J 6.7 Hz, CH 3 -17) with the signal at 27.2, being this signal assigned to C-7, and a correlation of the signal at 6.81 (br s H-3) with the signal at 27.4, which was assigned to C-2.…”