Natural Compounds

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

8α-Angeloyloxy-5β,6α(H)-cadina-3,9-diene (3.4.6.7-Bisdehydro-8α-angeloyloxycadinane)

Reference work entry
DOI: https://doi.org/10.1007/978-1-4614-0539-9_817

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

Biological sources: Heterotheca subaxillaris (Lam.) Britt. et Rusby [1]

C20H30O2: 302.2246

Mp: colorless oil [1]

IR (CCl4): 1715, 1655, 895 [1]

MS: 302.225 [M]+ (8) (calc. for C20H30O2: 302.225), 202 [M − C4H7COOH]+ (41), 159 [202 −⋅C3H7]+ (100), 83 [C4H7CO]+ (24) [1]

1H NMR (270 MHz, CDCl3/C6D6, TMS): 0.69 (3H, d, J = 7, H-13), 0.84 (3H, d, J = 7, H-12), 1.28 (1H, ddd, J = 3.5; 13; 13, H-7β), 1.35 (1H, ddd, J = 1.5; 2; 13, H-7α), 1.58 (3H, br s, H-15), 1.62 (3H, br s, H-14), 1.8 (1H, m, H-6α), 1.88 (4H, br s, H-1, H-2), 2.02 (1H, dq, J = 6; 7; 7, H-11), 2.41 (1H, br d, J = 9, H-5β), 5.34 (1H, br s, H-8β), 5.40 (1H, br s, H-4); OAng: 1.84 (3H, dq, H-5′), 1.89 (3H, dq, H-4′), 6.03 (1H, qq, H-3′) [1]

References

  1. 1.
    F. Bohlmann, C. Zdero, Phytochemistry 18(7), 1185 (1979)CrossRefGoogle Scholar

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