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Taxonomy: Physicochemical and Pharmacological Properties of Sesquiterpene Esters – The Tricyclic Sesquiterpene Esters – Isocedranes – Triesters

Biological sources: Proustia cuneifolia D. Don forma mendocina [1]; Moscharia pinnatifida Ruiz et Pav. [2]

C₂₄H₃₂O₇: 432.2148

Mp: colorless oil [1]

[α]_D²⁴ −12° (c 0.45, CHCl₃) [1]

IR (CCl₄): 1755, 1715, 1645, 1230 [1]

MS: 372.194 [M – HOAc]⁺ (5.5) (calc. for C₂₂H₂₈O₅: 372.194), 332 (2), 290 (36), 248 (21), 83 (100), 55 (32) [1]

HPLC: MeOH – H₂O (17:3), R_t 3.2 min [1]

¹H NMR (400 MHz, CDCl₃, TMS): 0.98 (3H, s, H-13), 1.23 (3H, s H-12), 1.65 (2H, m, H-9), 1.8–2.1 (2H, m, H-8), 1.97 (1H, br d, J = 11.5, H-1β), 2.05 (1H, m, H-10), 2.05 (3H, s, OAc), 2.15 (1H, br dd, J = 5; 12, H-7), 2.15 (1H, m, H-1α), 2.23 (1H, br t, J = 5.5; 1.5, H-2), 5.30 (1H, ddd, J = 1.5; 1.5; 2.5, H-4), 5.80 (1H, ddd, J = 5.5; 1.5; 2.5, H-3), 5.89 (1H, d, J = 1.5, H-14), 6.67 (1H, t, J = 2.5; 2.5, H-15); OSen: 1.88 (3H, d, J = 1, H-5′), 2.18 (3H, d,...