Natural Compounds

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

9α-(3′-Methylpent-3′-enoyloxy)-8α-hydroxy-7α,10βH-eremophil-11(12)-en-2-one

Reference work entry
DOI: https://doi.org/10.1007/978-1-4614-0539-9_1050

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

Biological sources: Euryops annae E. Phillips [1]; E. algoensis DC. [2]

C21H32O4: 348.2301

Mp: colorless oil [1]

IR (CCl4): 3520, 1730, 1725 [1]

MS: 348.230 [M]+ (35) (calc. for C21H32O4: 348.230), 235 (60), 234 (25), 97 (25), 69 (100) [1]

1H NMR (270 MHz, CDCl3, TMS): 0.88 (3H, d, J = 7, H-15), 1.06 (3H, s, H-14), 1.25 (1H, dd, J = 14; 13, H-6β), 1.74 (3H, br s, H-13), 1.92 (1H, dd, J = 14; 3, H-6α), 2.08 (1H, ddd, J = 7; 2; 3, H-10β), 2.14 (1H, ddd, J = 15.5; 12.5, H-3β), 2.23 (1H, dd, J = 15.5; 5, H-3α), 2.24 (1H, br d, J = 15.5; 2, H-1β), 2.47 (1H, ddd, J = 3; 13; 11, H-7α), 2.66 (1H, dd, J = 15.5; 7, H-1α), 2.74 (1H, ddq, J = 5; 12.5; 7, H-4α), 3.63 (1H, dd, J = 11; 3.5, H-8β), 4.83 (1H, br s, H-12b), 4.92 (1H, br s, H-12a), 5.34 (1H, dd, J = 3.5; 3, H-9β); OMePenten: 1.64 (3H, d, J = 7, H-5′),...

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References

  1. 1.
    F. Bohlmann, C. Zdero, Phytochemistry 17(7), 1135 (1978)CrossRefGoogle Scholar
  2. 2.
    P. Gonser, J. Jakupovic, G.M. Mungali, Phytochemistry 30(3), 899 (1991)CrossRefGoogle Scholar

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