Natural Compounds

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

9α-[(Z)-4-Methylsenecioyloxy]-2α,8α-dihydroxy-10αH-eremophil-11(12)-ene (Latiflorol-9-(cis-3-methyl-2-pentenoat))

Reference work entry
DOI: https://doi.org/10.1007/978-1-4614-0539-9_1053

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

Biological sources: Euryops lateriflorus (L.f.). DC. [1, 2]

C21H34O4: 350.2460

Mp: 64°C [1]

[α]24 (λ, nm): −48.7° (589), −50.3° (578), −57.8° (546), −103.2° (436), −172.9° (365) (c 1.09) [1]

IR (KBr): 3420, 1710 [1]

MS: 350.245 [M+] (0.5) (calc. for C21H34O4 350.246), 332 (0.6), 236 (11), 314 (0.8), 218 (31), 203 (19), 200 (7), 97 (100), 69 (20) [1]

1H NMR (CDCl3, TMS): 0.79 (3H, s, H-15), 0.80 (3H, s, H-14), 1.82 (3H, br s, H-13), 4.05 (1H, m, H-2), 4.41 (1H, m, H-8), 4.88 (1H, br s, H-12a), 5.04 (1H, br s, H-12b), 5.18 (1H, dd, J = 11.5; 2, H-9); OcMeSen: 0.99 (3H, t, J = 7.2, H-5′), 1.89 (3H, d, J = 1, H-6′), 2.67 (2H, q, H-4′), 5.68 (1H, br s, H-2′) [1]

References

  1. 1.
    F. Bohlmann, C. Zdero, M. Grenz, Chem. Ber. 107, 2730 (1974)CrossRefGoogle Scholar
  2. 2.
    F. Bohlmann, C. Zdero, Phytochemistry 17(7), 1135 (1978)CrossRefGoogle Scholar

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