Natural Compounds

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

3α-Acetoxy-1β-hydroxy-4β,7αH-eremophila-10(9),11(13)- diene(Capsidiol-3-acetate)

Reference work entry
DOI: https://doi.org/10.1007/978-1-4614-0539-9_992

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

Biological sources: Nicotiana undulata Ruiz et Pav. [1]; Hydrocotyle ramiflora Maxim. [2]

C17H26O3: 278.1882

MS: 278 [M]+ (0), 200 (32), 185 (22), 157 (24), 144 (22), 143 (100), 132 (18), 129 (28), 128 (31), 117 (15), 115 (20), 105 (23), 91 (22), 43 (29), 41 (16) [1]

GC-MS: [1]

1H NMR (500 MHz, CDCl3, TMS): 0.87 (3H, d, J = 7.3, H-15), 1.42 (3H, s, H-14), 1.73 (3H, s, H-12), 2.04 (3H, s, OAc), 4.38 (1H, m, H-1), 4.69 (1H, d, J = 1.5, H-13a), 4.72 (1H, d, J = 1.5, H-13b), 5.63 (1H, dt, J = 12.5; 4.5, H-3), 5.94 (1H, dd, J = 7.0; 2.0, H-9) [1]

13 C NMR (25 MHz, CDCl 3, TMS): [ 1]

Table 1

C-1

74.6

C-7

40.1

C-13

149.3

2

33.1

8

30.3

14

108.8

3

69.4

9

129.1

15

21.4

4

44.4

10

140.0

OAc

21.4

5

39.1

11

10.0

 

was not detected

6

44.7

12

32.0

 
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References

  1. 1.
    R. Uegaki, S. Kubo, T. Fujimori, Phytochemistry 27(2), 365 (1988)CrossRefGoogle Scholar
  2. 2.
    H.C. Kwon, O.P. Zee, K.R. Lee, Planta Med. 64, 477 (1998)CrossRefGoogle Scholar

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