Natural Compounds

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

3β-Senecioyloxy-6β-tigloyloxy-10βH-furanoeremophilane

Reference work entry
DOI: https://doi.org/10.1007/978-1-4614-0539-9_1434

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

Biological sources: Gynoxys buxifolia (H.B.K.) Cass. [1]

C25H34O5: 414.2406

IR (CCl4): 1717, 1653, 1450, 1388, 1263, 1146 [1]

EI-MS: 414.241 [M]+ (13) (calc. for C25H34O5: 414.241), 314 [M – C4H7CO2H]+ (52), 231 [314 – C4H7CO] (37), 214 [314 – C4H7CO2H]+ (10), 83 [C4H7CO]+ (100) [1]

1H NMR (400 MHz, CDCl3): 0.96 (3H, d, H-15), 1.05 (3H, s, H-14), 1.65 (1H, m, H-2β), 1.65 and 1.49 (2H, m, H-1), 1.82 (3H, d, H-13), 1.90 (1H, m, H-2α), 1.90 (1H, m, H-4), 2.11 (1H, m, H-10), 2.33 (1H, br dd, H-9α), 2.85 (1H, br dd, H-9β), 5.35 (1H, ddd, H-3α), 6.42 (1H, br s, H-6), 7.03 (1H, br s, H-12); OSen: 1.79 (3H, dq), 1.87 (3H, br s), 6.88 (1H, qq, H-2′); OTigl: 1.87 (3H, br s) 2.16 (3H, d), 5.65 (1H, qq, H-3′) [1]

13 C NMR (100 MHz, CDCl 3) [ 1]:

Table 1

C-1

25.7 t

C-11

119.9 s

OSen:

 

2

25.9 t

12

138.2 d

4′

27.3 q

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References

  1. 1.
    J. Jakupovic, C. Zdero, M. Kings, Phytochemistry 40(6), 1677 (1995)CrossRefGoogle Scholar

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