Natural Compounds

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

10α-Acetoxy-6α-isovaleroyloxy-8α,9α-epoxy-5α(H)-dauc-4β-ol (10-Acetate-6-isovalerate of Lapiferol)

Reference work entry
DOI: https://doi.org/10.1007/978-1-4614-0539-9_951

Open image in new window

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

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

C22H36O6: 396.2512

Mp: 115–116°C (petrol–EtOAc) [1]

IR: 3600, 3000, 2950, 2860, 1730, 1720, 1460, 1445, 1380, 1365, 1290, 1230, 1180, 1110, 970, 940 [1]

MS: 353 [M − C3H7]+ (3), 251 (37), 209 (25), 191 (93), 173 (13), 163 (48), 152 (31), 148 (26), 135 (16) [1]

1H NMR (90 MHz): 0.83–1.01 (12H, complex signal, H-12, H-13, H-4′, H-5′), 1.28 (3H, s, H-14), 1.45 (3H, s, H-15), 2.07(3H, s, OAc), 2.36 (1H, d, J = 11, H-5), 2.97 (1H, d, J = 6, H-9), 4.96 (1H, d, J = 6, H-10), 5.16 (1H, sextet, J = 11; 3, H-6) [1]

13 C NMR [ 1]:

Table 1

C-1

47.1

C-6

69.2

C-11

37.2

2

31.4

7

42.5

12

17.1

3

36.6

8

56.0

13

18.3

4

85.2

9

59.7

14

17.8

5

51.0

10

71.4

15

23.2

This is a preview of subscription content, log in to check access

References

  1. 1.
    J.G. Diaz, B.M. Fraga, A.G. Gonzalez, P. Gonzalez, M.G. Hernandez, Phytochemistry 23(10), 2541 (1984)CrossRefGoogle Scholar

Copyright information

© Springer Science+Business Media New York 2013