Natural Compounds

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

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

Reference work entry
DOI: https://doi.org/10.1007/978-1-4614-0539-9_1007

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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]

C20H28O5: 348.1937

Mp: colorless gum [1]

[α]D20 +10.8° (c 0.55, CHCl3) [1]

IR: 1675, 1710, 1736 [1]

HR-ESI-MS: 349.2010 [M + H]+ [1]

1H NMR (400 MHz, CDCl3): 1.00 (3H, d, J = 7.0, H-15), 1.24 (3H, s, H-14), 1.34 (3H, d, J = 7.1, H-13), 1.53 (1H, dq, H-4), 1.73 and 1.25 (2H, each m, H-2), 2.10 (m, H-10), 2.10 and 1.95 (each m, H-1), 2.38 (1H, dd, J = 17.5; 4.8, H-9α), 2.64 (1H, dd, J = 17.5; 4.8, H-9β), 3.58 (1H, brq, J = 7.2, H-11), 4.90 (1H, dt, J = 5.4; 3.9, H-3), 6.63 (1H, br s, H-6); OAng: 1.90 (3H, br s, H-5′), 1.99 (3H, dq, J = 7.2; 1.2, H-4′), 6.09 (1H, brq, J = 7.2, H-3′) [1]

13 C NMR (100 MHz): [ 1]

Table 1

C-1

24.6 (CH2)

C-8

197.9 (C)

C-15

8.8 (CH3)

2

25.8 (CH2)

9

39.7 (CH2)

OAng

167.3 (C)

3

73.0 (CH)

10

36.2 (CH)

 

138.0 (CH)

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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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