Natural Compounds

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

4α-Acetoxy-8α-benzoyloxy-caryophyllene

Reference work entry
DOI: https://doi.org/10.1007/978-1-4614-0539-9_845

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

Biological sources: Solidago nemoralis Aiton [1]

C24H30O4: 382.2144

Mp: colorless oil [1]

IR (CCl4): 1740, 1720 [1]

MS: 383 [M + 1]+ (1), 323 (13), 201 (100) [1]

1H NMR (270 MHz, CDCl3, TMS): 1.00 (3H, s, H-13), 1.19 (3H, s, H-12), 1.65 (2H, m, H-10), 1.74 (3H, br s, H-14), 2.05 (1H, m, H-9), 2.05 (1H, m, H-7α), 2.06 (3H, s, OAc), 2.49 (1H, ddd, J = 9, H-1), 2.87 (1H, dd, J = 5; 11, H-7β), 5.11 (1H, br s, H-15b), 5.14 (1H, br s, H-15a), 5.30 (1H, ddd, J = 11; 11; 5, H-8), 5.39 (1H, br d, J = ∼10, H-5), 5.58 (1H, ddd, J = ∼10; 7, H-4); OBz: 7.45 (2H, br t, J = 8, H-3′, H-5′), 7.56 (1H, br t, J = 8, H-4′), 8.04 (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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