Natural Compounds

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

3β-Acetoxy-7αH-eremophila-1(10),11(13)-dien-12-oic Acid

Reference work entry
DOI: https://doi.org/10.1007/978-1-4614-0539-9_990

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

Biological sources: Haeckeria pholidota (F. Muell.) J. H. Willis [1]

C17H24O4: 292.1675

C18H26O4: 306.1831 (methyl ester: 3β-Acetoxy-7αH-eremophila-1(10),11(13)-dien-12-oic acid methyl ester)

Mp: isolated as its methyl ester [1]

IR (CCl4) (methyl ester): 1745, 1730 [1]

MS (methyl ester): 306.183 [M]+ (2) (calc. for C18H26O4: 306.183), 246 (100), 214 (23), 199 (96), 171 (84), 143 (60), 119 (97), 105 (86), 91 (46), 79 (51) [1]

HPLC (methyl ester): MeOH – H2O (4:1), Rt 9.4 min [1]

1H NMR (400 MHz, CDCl3, TMS) (methyl ester): 0.95 (3H, d, J = 7, H-15), 1.12 (3H, s, H-14), 1.44 (1H, dd, J = 13; 10, H-6b), 1.67 (1H, dd, J = 13; ∼3, H-6a), 1.75 (1H, dq, J = 3; 7, H-4), 1.75 (1H, m, H-8b), 2.04 (3H, s, OAc), 2.06 (1H, m, H-8a), 2.06 (1H, m, H-9b), 2.14 (1H, ddt, J = ∼3; 17; ∼2.5, H-2b), 2.41 (1H, ddt, J = ∼3;...

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References

  1. 1.
    C. Zdero, F. Bohlmann, A. Anderberg, R.M. King, Phytochemistry 30(8), 2643 (1991)CrossRefGoogle Scholar

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