Natural Compounds

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

5′-[14-(1′β(H)-Caryophill-5-en-4-one)oxy]-1′β(H)-caryophylla-2′(15′),6′(14′)-dien-7-one (5′,14-di-2,15-Dihydro-puliscabrin)

Reference work entry
DOI: https://doi.org/10.1007/978-1-4614-0539-9_840

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

Biological sources: Pulicaria scabra (Thunb.) Druce [1]

C30H42O4: 466.3083

Mp: colorless gum [1]

IR (CCl4): 1680, 910 [1]

MS: 466.308 [M]+ (3), 410 (35), 233 (28), 232 (38), 231 (36), 176 (100), 69 (47) [1]

1H NMR (400 MHz, CDCl3, TMS): 1.07 (6H, s, H-12, H-13), 1.09 (6H, s, H-12′, H-13′), 1.36 (3H, d, J = 7, H-15), 1.71 (1H, dd, J = ∼9, H-10b), 1.93 (1H, m, H-9), 1.93 (1H, m. H-2), 2.0 (1H, m, H-10a), 2.46 (1H, dd, J = 11.5; 3, H-8′b), 2.91 (1H, br ddd, J = 1; ∼9, H-1), 3.03 (1H, dd, J = 1; 11.5, H-8′a), 4.65 (1H, br s, H-15′b), 4.81 (1H, br s, H-15′a), 5.58 (2H, br s, H-10′), 5.89 (1H, br dd, J = 11.5; 4, H-5′), 6.01 (2H, d, J = 1, H-14′), 6.30 (1H, s, H-5) [1]

References

  1. 1.
    F. Bohlmann, M. Ahmed, J. Jakupovic, Phytochemistry 21(7), 1659 (1982)Google Scholar

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