Natural Compounds

2013 Edition
| Editors: Shakhnoza S. Azimova, Ashraf I. Saidkhodzhaev

3β-Angeloyloxy-eremophila-6,9-dien-8-on-12-oic Acid Ethyl Ester

Reference work entry
DOI: https://doi.org/10.1007/978-1-4614-0539-9_1012

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Taxonomy: Physicochemical and Pharmacological Properties of Sesquiterpene Esters – The Bicyclic Sesquiterpene Esters – Eremophilanes – Eremophilanes – Monoesters

Biological sources: Cacalia ainsliaeiflora (Franch.) Hand.-Mazz. [1]

C22H30O5: 374.2093

Mp: colorless gum [1]

[α]D20 +47.6° (c 0.43, CHCl3) [1]

IR (KBr): 2976, 2941, 1732, 1716, 1666, 1637, 1232, 1158 [1]

HR-ESI-MS: 375.2159 [M + H]+ (calc. 375.2166) [1]

EI-MS: 374 [M]+ (10), 345 (10), 329 (7), 292 (10), 274 (26), 245 (19), 228 (82), 200 (81), 173 (28), 147 (16), 83 (100) [1]

1H NMR (400 MHz, CDCl3): 1.16 (3H, d, J = 7.1, H-15), 1.23 (3H, t, J = 6.8, OEt), 1.32 (3H, d, J = 7.2, H-13), 1.34 (3H, s, H-14), 1.70 (1H, m, H-2a), 1.77 (1H, m, H-4), 2.23 (1H, m, H-2b), 2.31 (1H, m, H-1a), 2.70 (1H, m, H-1b), 3.76 (1H, br q, J = 7.1, H-11), 4.13 (2H, m, J = 6.8, OEt), 5.15 (1H, dt, J = 3.0; 2.8, H-3), 6.17 (1H, br s, H-9), 6.88 (1H, br s, H-6); OAng: 1.97 (3H, br s, H-5′), 2.04 (3H, br d, J = 7.2, H-4′), 6.12...

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References

  1. 1.
    M. Mao, Z. Yang, Z. Jia, Planta Med. 69, 745 (2003)CrossRefGoogle Scholar

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