Natural Compounds

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

10α-Acetoxy-8α,9α-epoxy-5α(H)-dauca-4β,6α-diol (10-Acetate of Lapiferol)

Reference work entry
DOI: https://doi.org/10.1007/978-1-4614-0539-9_850

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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]

C17H28O5: 312.1937

Mp: 106–108°C [1]

IR: 3590, 2990, 2945, 2920, 2860, 2840, 1730, 1450, 1370, 1230, 1120, 1050, 970, 940 [1]

MS: 269 [M − C3H7]+ (1), 251 (19), 209 (15), 191 (57), 173 (10), 163 (38), 149 (23), 139 (28) [1]

1H NMR (90 MHz): 0.88 and 0.97 (each 3H, d, J = 4, H-12, H-13), 1.21 (3H, s, H-14), 1.40 (3H, s, H-15), 2.10 (3H, s, OAc), 2.90 (1H, d, J = 6, H-9), 4.10 (1H, sextet, J = 11; 3, H-6), 4.92 (1H, d, J = 6.0, H-10) [1]

13 C NMR [ 1]:

Table 1

C-1

46.5

C-6

67.3

C-11

38.4

2

31.6

7

45.7

12

17.0

3

37.1

8

56.6

13

18.2

4

85.8

9

60.0

14

17.8

5

53.4

10

71.4

15

24.3

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References

  1. 1.
    B.M. Fraga, A.G. Gonzalez, P. Gonzalez, M.G. Hernandez, J.G. Diaz, Phytochemistry 23(11), 2541 (1984)CrossRefGoogle Scholar

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© Springer Science+Business Media New York 2013