Natural Compounds

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

12-Senecioyloxy-caryophyllene

Reference work entry
DOI: https://doi.org/10.1007/978-1-4614-0539-9_844

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

Biological sources: Othonna cf. graveolens O. Hoffm. [1]

C20H30O2: 302.2246

Mp: colorless oil [1]

IR (CHCl3): 1715 [1]

MS: 320.225 [M]+ (0.7) (calc. for C20H30O2: 302.225), 202 (5.5), 83 (100) [1]

PTLC: CH2Cl2 –C6H6 (1:1) × 2, Rf 0.55 [1]

1H NMR (400 MHz, CDCl3, TMS): 1.12 (3H, s, H-13), 1.61 (1H, t, J = 9; 9, H-9), 1.61 (3H, br s, H-14), 2.35 (1H, br q, J = 9; 10, H-1), 4.05 (1H, d, J = 11, H-12b), 4.15 (1H, d, J = 11, H-12a), 4.86 (1H, br s, H-15b), 4.99 (1H, br s, H-15a), 5.27 (1H, br dd, J = 12; 4, H-5); OSen: 1.90 (3H, d, J = 1.3, H-4′), 2.17 (3H, d, J = 1.3, H-5′), 5.69 (1H, qq, J = 1.3; 1.3, H-2′) [1]

References

  1. 1.
    J. Jakupovic, V.P. Patnak, M. Grenz, S. Banerjee, C. Wolfrum, R.N. Baruah, F. Bohlmann, Phytochemistry 26(4), 1049 (1987)CrossRefGoogle Scholar

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