Natural Compounds

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

8-Angeloyloxy-2-methoxy-calamenene

Reference work entry
DOI: https://doi.org/10.1007/978-1-4614-0539-9_819

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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]

C21H30O3: 330.2195

Mp: colorless oil [1]

IR (CCl4): 1715, 1660, 1620, 1590, 1510 [1]

MS: 330.220 [M]+ (24), 230 [M − C4H7COOH]+ (17), 187 [230 −⋅C3H7]+ (100) [1]

1H NMR (270 MHz, CDCl3, TMS): 0.79 (3H, d, J = 7, H-13), 1.02 (3H, d, J = 7, H-12), 1.27 (3H, d, J = 7, H-14), 2.04 (3H, m, H-7, H-11), 2.18 (3H, br s, H-15), 2.82 (1H, ddd, J = 6; 6; 6, H-6α), 3.15 (1H, dq, J = 4; 7, H-9), 5.39 (1H, ddd, J = 4; 3; 8.5, H-8β), 6.58 (1H, s, H-1), 6.96 (1H, br s, H-4); OAng: 1.77 (3H, dq, H-5′), 1.84 (3H, dq, H-4′), 5.76 (1H, qq, H-3′) [1]

References

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

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