CAS Registry Number: 126617-09-2
Taxonomy: Physicochemical and Pharmacological Properties of Sesquiterpene Esters – The Bicyclic Sesquiterpene Esters
Biological sources: Ferula jaeschkeana Vatke [1]
C22H28O5: 372.1937
Mp: 93–94°C [1]
[α]D +28.5° (c 1.4, CHCl3) [1]
UV (EtOH): 210, 240, 260, 275 [1]
IR (KBr): 3410, 2960, 2860, 1705, 1685, 1645, 1440, 1260, 1145, 940 [1]
MS: 372.1969 [M]+ (calc. for C22H28O5: 372.4624), 354 [M − H2O]+, 329 [M − C3H7]+, 234 [M − C7H5O2]+, 191 [M − C7H5O2 − C3H7]+, 163 [M − C7H5O2 − C3H7 − CO]+, 137 [C7H5O3]+, 135 [163 − CO]+, 121 [C7H5O2]+ (100), 107, 93, 77, 55, 28 [1]
1 H NMR (60 MHz, CDCl3, TMS): 0.85 (3H, d, J = 7, H-12), 0.95 (3H, d, J = 7, H-13), 1.54 (3H, s, H-14), 1.91 (3H, s, H-15), 2.62 (2H,br d, J = 10, H-3), 5.32 (1H, t, J = 10; 3, H-6), 5.56 (1H, t, J = 6.5, H-9); Op-HOBz: 6.8 (2H, d, J = 8, H-3′, H-5′), 7.8 (2H, d, J = 8, H-2′, H-6′) [1]
13 C NMR (62.89MHz, CDCl3, TMS) [1]:
Table 1
C-1 |
43.2 |
C-9 |
129.4 |
C-1′ |
147.2 |
2 |
217.3 |
10 |
41.8 |
2′ |
128.7 |
3 |
40.3 |
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References
T.K. Razdan, B. Qadri, M.A. Qurishi, M.A. Khuroo, P.K. Kachroo, Phytochemistry 28(12), 3389 (1989)
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(2013). 6α-(4′-Hydroxy-benzoyloxy)-4β-hydroxy-5α(H)-dauc-8-en-2-one (Ferutionone). In: Azimova, S.S., Saidkhodzhaev, A.I. (eds) Natural Compounds. Springer, New York, NY. https://doi.org/10.1007/978-1-4614-0539-9_902
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