Natural Compounds

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

6α-Isovaleroyloxy-8α,15α-epoxy-5α(H)-dauca-4β,9α,10α-triol (6-Isovalerate of Epoxy-isolancerotetrol)

Reference work entry
DOI: https://doi.org/10.1007/978-1-4614-0539-9_912

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Taxonomy: Physicochemical and Pharmacological Properties of Sesquiterpene Esters – The Bicyclic Sesquiterpene Esters – Daucanes (Carotanes) – Monoesters

Biological sources: Ferula linkii Webb et Berthel. [1]

C20H34O6: 370.2355

IR: 3590, 3500, 3010, 3000, 2950, 2920, 2860, 1715, 1460, 1365, 1290, 1230, 1160, 1070, 970 [1]

MS: 327 [M − C3H7]+ (2), 279 (2), 268 (1), 225 (33), 207 (23), 189 (35) [1]

1H NMR (200 MHz, CDCl3): 0.87–0.94 (12H, complex signal), 1.17 (3H, s, H-14), 2.87 and 3.09 (each 1H, d, J = 4, H-15), 3.75–3.97 (2H, d, J = 3, H-9 and H-10), 5.40 (1H, dd, J = 11; 6, H-6) [1]

13 C NMR (50.32 MHz, CDCl 3, TMS) [ 1]:

Table 1

C-1

47.4

C-8

56.2

C-15

48.2

2

31.8

9

71.1

1′

173.1

3

36.8

10

75.7

2′

44.0

4

86.7

11

37.0

3′

25.7

5

45.3

12

17.7

4′

22.6

6

69.3

13

18.4

5′

22.6

7

40.4

14

21.8

   
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References

  1. 1.
    B.M. Fraga, M.G. Hernandez, J.G. Diaz, A.G. Gonzales, P. Gonzales, Phytochemistry 25(12), 2883 (1986)CrossRefGoogle Scholar

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© Springer Science+Business Media New York 2013