Natural Compounds

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

15-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_1002

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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: 15-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, 1725 [1]

MS (methyl ester): 306.183 [M]+ (9) (calc. for C18H26O4: 306.183), 274 (8), 246 (100), 231 (43), 214 (40), 199 (42), 187 (52), 171 (56), 145 (60), 119 (63), 105 (63), 91 (61), 79 (47) [1]

HPLC (methyl ester): MeOH – H2O (4:1), Rt 12.7 min [1]

1H NMR (400 MHz, CDCl3, TMS) (methyl ester): 0.95 (3H, s, H-14), 1.43 (1H, m, H-3b), 1.61 (2H, m, H-3a, H-6b), 1.74 (3H, m, H-4, H-6a, H-8b), 1.83 (1H, m, J = 8, H-8a), 2.02 (1H, m, J = 8; 2.5; 15, H-9b), 2.04 (2H, m, H-2), 2.05 (3H, s, OAc), 2.39 (1H, m, J = 15, H-9a), 2.60 (1H, m, H-7), 3.75 (3H,...

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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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