Natural Compounds

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

6α-(4′-Hydroxy-benzoyloxy)-2β,4β-dihydroxy-5α(H)-dauc-7-en-9-one (2β-Hydroxy-6β-hydroxybenzoyl-lancerodiol)

Reference work entry
DOI: https://doi.org/10.1007/978-1-4614-0539-9_897

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Taxonomy: Physicochemical and Pharmacological Properties of Sesquiterpene Esters – The Bicyclic Sesquiterpene Esters – Daucanes (Carotanes) – Monoesters

Biological sources: Ferula sinaica Bioss. [1]

C22H28O6: 388.1886

IR (CHCl3): 3620, 3580, 3490, 1630 [1]

MS: 250 [M – 138]+ (31), 232 [250 − 18]+ (39), 207 [250 − 43]+ (30), 138 [p-hydroxybenzoic acid]+ (22), 121 [p-hydroxybenzoyl acylium]+ (100) [1]

1H NMR (400 MHz, CDCl3): 0.78 (3H, d. J = 6.5, H-12), 0.87 (3H, d, J = 6.5, H-13), 1.07 (3H, s, H-14), 1.54 (1H, dd, J = 10; 15, H-3b), 1.73 (1H, m, H-11), 1.82 (3H, br s, H-15), 2.27 (1H, dd, J = 9; 15, H-3a), 2.40 (1H, d, J = 15, H-10b), 2.41 (1H, d, J = 10, H-5), 2.76 (1H, d, J = 15, H-10a), 3.44 (1H, dd, J = 9; 10, H-2), 6.07 (1H, br d, J = 10; H-6), 6.13 (1H, br s, H-7); Op-HOBz: 6.81 (2H, d, H-3′, H-5′), 7.85 (2H, d, H-2′, H-6′) [1]

References

  1. 1.
    A.A. Ahmed, Phytochemistry 30(4), 1207 (1991)CrossRefGoogle Scholar

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