Natural Compounds

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

14-Angeloyloxy-calomen-2-ol (2,14-Dihydroxy-calomen-14-O-angelate)

Reference work entry
DOI: https://doi.org/10.1007/978-1-4614-0539-9_820

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

Biological sources: Heterotheca grandiflora Nutt. [1]

C20H28O3: 316.2038

Mp: oil [1]

IR: 3600, 1740, 1710 [1]

MS: 316.203 [M]+ (1.5), 216 (28), 173 (100), 158 (12), 145 (10), 85 (6), 57 (20) [1]

1H NMR (400 MHz, CDCl3): 0.70 (3H, d, J = 7, H-13), 0.99 (3H, d, J = 11, H-12), 1.65 (3H, m, H-8b, H-9a, H-9b), 2.19 (3H, br s, H-15), 2.24 (1H, m, H-11), 2.24 (1H, m, H-8a), 2.58 (1H, m, H-6), 3.06 (1H, dddd, J = 6; 5; 11, H-9), 4.15 (1H, dd, J = 11; 12, H-14b), 4.33 (1H, dd, J = 5; 12, H-14a), 6.64 (1H, s, H-1), 6.99 (1H, s, H-4); OAng: 1.81 (3H, dq, H-5′), 1.99 (3H, dq, H-4′), 6.07 (1H, qq, H-3′) [1]

References

  1. 1.
    S. El-Damy, T. Sarg, N.M. Farrag, A.M. Ateya, J. Jakupovic, F. Bohlmann, R.M. King, Phytochemistry 25, 1474 (1986)CrossRefGoogle Scholar

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