Natural Compounds

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

6β-(3′-Methylvaleroyloxy)-3α-hydroxy-1β,10β-epoxy-furanoeremophilane (3α-Hydroxy-6β-(3-methylpentanoyloxy)-1β,10β-epoxy-furanoeremophilan)

Reference work entry
DOI: https://doi.org/10.1007/978-1-4614-0539-9_1262

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

Biological sources: Euryops pedunculatus N.E.Br. [1]

C21H30O5: 362.2093

Mp: colorless oil [1]

IR (CCl4): 3620, 1735, 1545 [1]

MS: 362.209 [M]+ (11) (calc. for C21H30O5: 362.209), 246 [M – C4H8(CH3)COOH]+ (100), 99 [C4H8(CH3)CO]+ (71) [1]

1H NMR (270 MHz, CDCl3, TMS): 1.10 (3H, d, J = 7, H-15), 1.20 (3H, s, H-14), 1.84 (3H, d, J = 1.3, H-13), 1.85 (1H, m, H-4α), 2.15 (1H, br d, J = 17, H-9α), 3.10 (1H, d, J = 5, H-1α), 3.18 (1H, br d, J = 17, H-9β), 4.23 (1H, ddd, J = 7; 11; 4, H-3β), 6.36 (1H, br s, H-6α), 7.08 (1H, br s, H-12); OMeVal: 0.92 (3H, t, J = 7, H-5′), 0.99 (3H, d, J = 7, H-6′), 1.4 (2H, m, H-4′), 1.90 (1H, m, H-3′), 2.16 (1H, dd, J = 5; 15, H-2′b), 2.36 (1H, dd, J = 5; 15, H-2′a) [1]

References

  1. 1.
    F. Bohlmann, C. Zdero, Phytochemistry 17(7), 1135 (1978)CrossRefGoogle Scholar

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