Natural Compounds

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

8α-Benzoyloxy-caryophyllene

Reference work entry
DOI: https://doi.org/10.1007/978-1-4614-0539-9_838

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

Biological sources: Solidago nemoralis Aiton [1]

C22H28O2: 324.2089

Mp: colorless oil [1]

IR (CCl4): 1715, 1690, 1590, 1270 [1]

MS: 325 [M + 1]+ (1), 203 (100) [1]

1H NMR (270 MHz, CDCl3, TMS): 1.00 (3H, s, H-13), 1.19 (3H, s, H-12), 1.62 (1H, dd, J = 9, H-10a), 1.7 (1H, m, H-10b), 1.76 (3H, br s, H-14), 2.12 (1H, dd, J = 11; 11, H-7α), 2.26 (1H, dd, J = 5; 11, H-9), 2.50 (1H, ddd, J = 9; 5, H-1), 2.70 (1H, dd, J = 5; 11, H-7β), 4.94 (1H, br s, H-15b), 5.07 (1H, br s, H-15a), 5.22 (1H, ddd, J = 11; 11; 5, H-8), 5.50 (1H, br dd, J = ∼9.6, H-5); OBz: 7.45 (2H, br t, J = 8, H-3′, H-5′), 7.56 (1H, br t, J = 8, H-4′), 8.05 (2H, br d, J = 8, H-2′, H-6′) [1]

References

  1. 1.
    F. Bohlmann, U. Fritz, R.M. King, H. Robinson, Phytochemistry 19(12), 2655 (1980)CrossRefGoogle Scholar

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