Natural Compounds

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

2β-Acetoxy-7αH-eremophila-1(10),11(13)-dien-3-on-12-oic Acid

Reference work entry
DOI: https://doi.org/10.1007/978-1-4614-0539-9_985

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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, H. punctulata (F. Muell.) J. H. Willis [1]

C17H22O5: 306.1467

C18H24O5: 320.1624 (methyl ester: 2β-Acetoxy-7αH-eremophila-1(10),11 (13)-dien-3-on-12-oic acid methyl ester)

Mp: isolated as its methyl ester [1]

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

MS (methyl ester): 320.162 [M]+ (11) (calc. for C18H24O5: 320.162), 278 (100), 246 (24), 231 (22), 121 (30), 199 (28), 105 (34), 91 (37), 81 (41) [1]

CD (MeOH) (methyl ester): Δε285 −1.85 [1]

HPLC (methyl ester): MeOH – H2O (4:1), Rt 6.0; 3.8 min [1]

1H NMR (400 MHz, CDCl3, TMS) (methyl ester): 0.88 (3H, s, H-14), 1.04 (3H, d, J = 6.5, H-15), 1.49 (1H, dd, J = 13; 11, H-6b), 1.71 (1H, m, J = ∼9; 10; 8, H-8b), 1.77 (1H, br d, J = 13, H-6a), 1.95 (1H, m, J = ∼9; ∼8; 2, H-8a), 2.16 (3H, s,...

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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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