Natural Compounds

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

9α-Angeloyloxy-2α,8α-dihydroxy-7αH-eremophil-11(12)-ene (9α-Angeloyloxy-lateriflorol)

Reference work entry
DOI: https://doi.org/10.1007/978-1-4614-0539-9_1030

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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]

C20H32O4 336.2301

Mp: oil [1]

IR: 3620, 3095, 1720, 1650, 905 [1]

MS: 336.232 [M]+ (0.5) (calc. for C20H32O4 336.230), 318 [M – H2O]+ (0.5), 236 [M – C4H7COOH]+ (46), 218 [236 – H2O]+ (19), 83 [C4H7CO]+ (100) [1]

1H NMR (270 MHz): 0.80 (3H, d, H-15), 0.81 (3H, s, H-14), 1.3–1.6 (2H, m, J1α,1β = 15; J1α,2β = 2; J1α,10α = 3; J1β,2β = 2, J1β,10α = 12, H-1α, H-1β), 1.3–1.6 (2H, m, J2β,3α = 2; J2β,3β = 2; J3α,4α = 4; J3β,4α = 12, H-3), 1.61 (1H, J6α,6β = 14; J6α,7α = 7.5, dd, H-6α), 1.75 (1H, ddq, J3α,4α = 4; J3β,4α = 12; J4α,15 = 7, H-4α), 1.82 (3H, br s, H-13), 1.90 (1H, dd, J6α,6β = 14; J6β,7α = 4, H-6β), 2.44 (1H, ddd, J9β,10α = 10, H-10α), 2.52 (1H, ddd, J6α,7α = 7.5; J6β,7α = 4, J7α,8β = 4, H-7α), 4.06 (1H, dddd, J1α,2β = 2; J1β,2β = 2; J2β,3α...

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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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