Natural Compounds

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

6β-(2′-Methylbutyroyloxy)-10αH-furanoeremophilan-1-one

Reference work entry
DOI: https://doi.org/10.1007/978-1-4614-0539-9_1236

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Taxonomy: Physicochemical and Pharmacological Properties of Sesquiterpene Esters – The Bicyclic Sesquiterpene Esters – Eremophilanes – Furanoeremophilanes – Monoesters

Biological sources: Senecio auricula Bourg. var. major Wk. [1]

C20H28O4: 332.1988

Mp: colorless oil [1]

IR: 1710, 1630, 1450, 1370, 1180, 1140, 1090, 1010, 950, 740 [1]

EI-MS (GC): 332 [M]+ (9), 248 (15), 230 (22), 215 (54), 208 (25), 188 (20), 173 (10), 145 (10), 125 (100), 124 (55), 123 (13), 91 (12), 85 (74), 57 (63), 55 (13), 41 (22) [1]

1H NMR (300 MHz, CDCl3): 0.86 (3H, s, H-14), 0.98 (3H, d, J = 7.5, H-15), 1.80 (3H, br s, H-13), 6.16 (1H, br s, H-6), 7.03 (1H, br s, H-12); OMeBu: 0.96 (3H, t, H-4′), 1.22 (3H, d, H-5′), 1.81 (2H, ddq, H-3′), 2.42 (1H, m, H-2′) [1]

13 C NMR (75 MHz, CDCl 3) [ 1]:

Table 1

C-1

209.0

C-8

150.8

C-15

9.4

2

41.0

9

20.3

OMeBu

176.0

3

31.4

10

55.4

 

41.3

4

42.0

11

119.3

 

25.8

5

45.3

12

138.6

 

16.6

6

74.5

13

8.5

 

11.7

7

116.0

14

15.8

   
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References

  1. 1.
    P. Torres, J. Ayala, C. Grande, M.J. Macias, M. Grande, Phytochemistry 47(1), 57 (1998)CrossRefGoogle Scholar

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