Natural Compounds

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

6α-Veratroyloxy-8α,9α-epoxy-5α(H)-dauc-4β-ol (Veratrate of Epoxy-Jaeschkeanadiol)

Reference work entry
DOI: https://doi.org/10.1007/978-1-4614-0539-9_936

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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]

C24H34O6: 418.2355

Mp: 187–190°C (petrol – EtOAc) [1]

IR: 3470, 3000, 2950, 2860, 1695, 1595, 1505, 1460, 1410, 1370, 1265, 1170, 1130, 1100, 1020, 955, 870 [1]

MS: 418 [M]+, 375, 279, 236, 234, 219, 193 [1]

1H NMR (60 MHz, CDCl3): 0.95 (6H, t, J = 6, H-12, H-13), 1.29 and 1.50 (each 3H, s, H-14, H-15), 2.90 (1H, t, J = 9, H-9), 5.47 (1H, sextet, J = 11; 2, H-6); OVer: 3.92 and 3.95 (each 3H, s, OCH3), 6.93 (1H, d, J = 9, H-5′), 7.58 (1H, d, J = 2, H-2′), 7.77 (1H, s, J = 9; 2, H-6′) [1]

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

Table 1

C-1

47.1

C-6

70.4

C-11

37.3

2

31.8

7

44.5

12

17.5b

3

41.4a

8

61.0

13

18.6b

4

86.1

9

56.1

14

19.5

5

61.0

10

40.6a

15

23.4

a,bThe assignments for these signals may be reversed [1]

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References

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

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