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Taxonomy: Physicochemical and Pharmacological Properties of Sesquiterpene Esters – The Monocyclic Sesquiterpene Esters – Germacranes – Germacranes – Diesters

Biological sources: Thapsia villosa L. [1]

C₂₁H₃₂O₆S: 412.1920

Mp: amorphous white powder [1]

[α]_D²⁵ –18.3° (c 0.25, CHCl₃) [1]

IR (film): 21 2960, 1740, 1698, 1558, 1387, 1235, 1161, 992, 796 [1]

EI-MS: 412 [M]⁺ (1), 235 [M – HOAc – C₄H₅O₂S]⁺ (1), 195 [M – OAc – C₃H₇ –C₄H₅O₂S]⁺ (4), 193 (2), 163 (4), 149 (5), 101 [C₄H₅O_S]⁺ (100) [1]

HR-EI-MS: 412.1905 [M]⁺ (calc. for C₂₁H₃₂O₆S: 412.1920) [1]

¹H NMR: 0.95 (3H, d, J = 6.5, H-13), 1.13 (3H, d, J = 6.5, H-12), 1.26 (1H, m, H-3β), 1.26 (3H, s, H-15), 1.45 (1H, m, H-2α), 1.45 (3H, s, H-14), 1.6 (1H, d, J = 8.7, H-8), 1.84 (1H, m, H-11), 1.85 (1H, dd, J = 5.8; 13.7, H-9β), 1.92 (3H, s, OAc), 2.07 (1H, dt, J = 14.6; 3.4, H-2β), 2.17 (1H, dt, J = 13.2; 3.4, H-3α), 2.23 (1H, t, J = 12.2, H-9α), 3.08 (1H, d, J = 10.4, H-1), 3.16 (1H, d, J = 6.8, H-5), 4.89 (1H, dd,...