Natural Compounds

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

3β-Angeloyloxy-10β-hydroxy-eremophil-6(7)-en-8-on-12-oic Acid

Reference work entry
DOI: https://doi.org/10.1007/978-1-4614-0539-9_1021

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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]

C20H28O6: 364.1886

Mp: colorless gum [1]

[α]D +33.8° (c 0.68, CHCl3) [1]

HR-ESI-MS: 382.2228 [M + NH4]+ (calc. 382.2224) [1]

1H NMR (400 MHz, CDCl3): 1.14 (3H, d, J = 7.0, H-15), 1.25 (3H, d, J = 7.0, H-13), 1.32 (3H, s, H-14), 1.65 (1H, dq, H-4), 1.85 and 1.71 (2H, each m, H-2), 2.38 and 2.12 (2H, each m, H-1), 2.51 (1H, d, J = 16.5, H-9b), 2.85 (1H, d, J = 16.5, H-9a), 3.57 (1H, brq, J = 7.0, H-11), 4.96 (1H, ddd, J = 5.4; 3.0; 3.0, H-3), 6.59 (1H, br s, H-6); OAng: 1.89 (3H, br s, H-5′), 1.95 (3H, br d, J = 7.1, H-4′), 6.08 (1H, br q, J = 7.1, H-3′) [1]

13 C NMR (100 MHz): [ 1]

Table 1

C-1

25.4 (CH2)

C-8

197.1 (C)

C-15

11.4 (CH3)

2

33.3 (CH2)

9

48.6 (CH2)

OAng

167.4 (C)

3

73.6 (CH)

10

74.5 (C)

 

138.0 (CH)

4

43.3 (CH)

11

38.2 (CH)

 

1...

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References

  1. 1.
    M.J. Mao, C.S. Yuan, Z.-J. Jia, Chin. Chem. Lett. 15, 794 (2004)Google Scholar

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© Springer Science+Business Media New York 2013