Natural Compounds

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

1β-Acetoxy-7αH-eremophila-9(10),11(13)-dien-12-oic Acid

Reference work entry
DOI: https://doi.org/10.1007/978-1-4614-0539-9_982

Open image in new window

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: 1β-Acetoxy-7αH-eremophila-9(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): 246.162 [M − HOAc]+ (100) (calc. for C16H22O2: 246.162), 231 (56), 214 (41), 186 (56), 171 (48), 160 (54), 145 (54), 119 (57), 91 (46) [1]

HPLC (methyl ester): MeOH – H2O (4:1), Rt 12.3 min [1]

1H NMR (400 MHz, CDCl3, TMS) (methyl ester): 0.87 (3H, d, J = 6, H-15), 1.01 (3H, s, H-14), 1.13 (1H, dd, J = 13; 12, H-6b), 1.45 (1H, m, H-2b), 1.62 (1H, m, H-2a), 1.70 (1H, m, H-8b), 1.74 (1H, m, J = 6, H-4), 1.95 (1H, dt, J = 13; 2.5; 2.5, H-6a), 2.01 (3H, s, OAc), 2.11 (1H, m, H-8a), 2.65 (1H, br t, J = 2.5; 12; 12, H-7),...

This is a preview of subscription content, log in to check access

References

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

Copyright information

© Springer Science+Business Media New York 2013