Natural Compounds

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

6α-Isovaleroyloxy-5α(H)-dauc-8(15)-ene-4β,9α-diol (6-Isovalerate of Isolancerotriol)

Reference work entry
DOI: https://doi.org/10.1007/978-1-4614-0539-9_908

Open image in new window

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

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

C20H34O4: 338.2457

Mp: 84–86°C (petrol) [1]

IR: 3580, 3450, 3000, 2940, 2920, 2860, 1700, 1460, 1380, 1290, 1230, 1045, 970, 910 [1]

MS: 295 [M − C3H7]+ (2), 284 (2), 236 (6), 218 (5), 203 (5), 201 (3), 193 (39), 175 (100) [1]

1H NMR (200 MHz, C6D6): 0.76–0.94 (12H, complex signal), 1.04 (3H, s, H-14), 2.43 and 2.55 (each 1H, dd, J = 14; 5, H-7), 3.86 (1H, dd, J = 11, 6, H-9), 5.01 and 5.22 (each 1H, s, H-15), 5.52 (1H, dt, J = 10; 5, H-6) [1]

1H NMR (200 MHz, CDCl3): 0.80–1.03 (12H, complex signal), 1.12 (3H, s, H-14), 1.91 (1H, d, J = 10, H-5), 2.48 and 2.55 (each 1H, dd, J = 14; 5, H-7), 4.20 (1H, dd, J = 11; 6, H-9), 5.00 and 5.23 (each 1H, br s, H-15), 5.23 (1H, m, H-6) [1]

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

Table 1

C-1

42.2

C-8

148.6

C-15

113.8

2

32.0...

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

References

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

Copyright information

© Springer Science+Business Media New York 2013