Natural Compounds

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

3α-Angeloyloxy-11,13-epoxy-7αH-eremophil-9(10)-en-8-one

Reference work entry
DOI: https://doi.org/10.1007/978-1-4614-0539-9_1005

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Taxonomy: Physicochemical and Pharmacological Properties of Sesquiterpene Esters – The Bicyclic Sesquiterpene Esters – Eremophilanes – Eremophilanes – Monoesters

Biological sources: Cacalia tangutica (Franch.) Hand.-Mazz. [1]

C20H28O4: 332.1988

Mp: colorless gum [1]

[α]D20 +15° (c 0.20, CHCl3) [1]

UV 234 (4.19) [1]

HR-ESI-MS: 355.1893 [M + Na]+ (calc. for C20H28O4Na 355.1880) [1]

1H NMR (CDCl3): 0.99 (3H, d, J = 6.8, H-15), 1.19 (3H, s, H-14), 1.27 (3H, s, H-12), 1.54 (1H, dq, J = 10.8; 6.8, H-4), 1.82 (1H, m, H-6α), 1.84 (1H, m, H-2α), 2.10 (1H, dd, J = 4.4; 14.4, H-7α), 2.20 (1H, m, H-2β), 2.38 (1H, m, H-1β), 2.38 (1H, m, H-6β), 2.51 (1H, m, H-1α), 2.76 (1H, d, J = 4.4, H-13b), 2.84 (1H, d, J = 4.4, H-13a), 4.96 (1H, ddd, J = 4.4; 11.2; 10.8, H-3), 5.77 (1H, s, H-9); OAng: 1.92 (3H, br s, H-5′), 2.00 (3H, dq, J = 7.2; 1.4, H-4′), 6.08 (1H, qq, J = 7.2; 1.4, H-3′) [1]

13 C NMR (CDCl 3): [ 1]

Table 1

C-1

30.76 t

C-8

197.57 s

C-15

10.59 q

2

31.60 t

9

124.36 d

OAng

1...

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References

  1. 1.
    X. Liu, Y.P. Shi, Chin. Chem. Lett. 16, 774 (2005)Google Scholar

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