8β-Acetoxy-caryophylla-2(15),5-dien-14-oic Acid (8β-Acetoxy-lychnopholic Acid)
Taxonomy: Physicochemical and Pharmacological Properties of Sesquiterpene Esters – The Bicyclic Sesquiterpene Esters – Caryophyllanes – Monoesters
Biological sources: Lychnophora martiana Gardner [1]; L. salicifolia Mart. [2]
C17H24O4: 292.1675
[α]24 (λ, nm): + 40.5° (589), + 42.0° (578), + 48.0° (546), + 84.6° (436) (c 3.2, CHCl3) [2]
Mp: 168°C (hexane ether – MeOH) [1]; 170°C (Et2O) [2]
IR (KBr): 3350, 1680, 1630 [1]; 3300–2600, 1690, 1640, 905 [2]
MS: 292 [M]+ [1]
MS: 292.167 [M]+ (0.2), 250 (3), 232 (12), 217 (6), 43 (100) [2]
1H NMR (270 MHz, CDCl3, TMS): 1.05 (3H, s, H-13), 1.19 (3H, s, H-12), 1.6 (2H, m, H-10), 2.2 (3H, m, H-9β, H-7α, H-4b), 2.89 (1H, d, J = 11, H-1α), 3.5 (2H, m, H-7β, H-4a), 4.99 (1H, br s, H-15b), 5.16 (1H, br s, H-15a), 5.70 (1H, dt, J = 11; 6; H-8), 6.29 (1H, dd, J = 10; 6, H-5) [1]
1H NMR(270 MHz): 1.05 (3H, s, H-13), 1.13 (3H, s, H-12), 1.53 (1H, dd, H-10α), 1.64 (1H, dd, H-10β), 1.83 (1H, ddd, H-9), 2.05 (3H, s, OAc), 2.10 (1H,...
References
- 1.W. Vichewski, A.P. Lins, W. Herz, R. Murari, Phytochemistry 19(4), 685 (1980)CrossRefGoogle Scholar
- 2.F. Bohlmann, C. Zdero, H. Robinson, R.M. King, Phytochemistry 19(11), 2381 (1980)CrossRefGoogle Scholar
