Natural Compounds

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

3β-Acetoxy-6β-isobutyroyloxy-1β,10β-epoxy-furanoeremophilane (Nemosenin D)

Reference work entry
DOI: https://doi.org/10.1007/978-1-4614-0539-9_1330

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

Biological sources: Senecio nemorensis L. subsp. fuchsii (C. Gmelin) Celak [1]

C21H28O6: 376.1886

Mp: 134–135°C [1]

[α]D25 −27.5° (c 0.13, CHCl3) [1]

UV (EtOH) 217 (3.83) [1]

IR (CHCl3): 1728, 1562, 1225 [1]

MS: 376 [M]+, 228, 88, 60 [1]

1H NMR (100 MHz, CDCl3, TMS): 1.04 (3H, J = 7.3, H-15), 1.24 (3H, s, H-14), 1.80 (1H, J = 4; 7.3; ∼1 (DR), H-4), 1.84 (3H, J = 1.3, H-13), 1.94 (1H, J = 0; 15; 11; ∼1 (DR), H-2b), 2.02 (3H, s, OAc), 2.20 (1H, J = 1.2; 17.0, <<0.5 (DR), H-9b), 2.42 (1H, J = 5.3; 15; 7.3; ∼1 (DR), H-2a), 3.08 (1H, J = 5.3, H-1), 3.19 (1H, J = 2.5; 17.0; <<0.5(DR), H-9a), 5.16 (1H, J = 7.3; 11; 4, H-3), 6.39 (1H, J = 2.5; 1.2, H-6), 7.06 (1H, J = 1.3, <<0.5(DR), H-12); OiBu: 1.21 (3H, d, J = 7.2, H-4′), 1.22 (3H, d, J = 7.2, H-3′), 2.64 (1H, s, H-2′) [1]

References

  1. 1.
    L. Novotny, M. Krojidlo, Z. Samek, J. Kohoutova, F. Sorm, Collect. Czech. Chem. Commun. 38, 739 (1973)CrossRefGoogle Scholar

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