Natural Compounds

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

15-Anisoyloxy-4,5-epoxy-dauc-8-ene

Reference work entry
DOI: https://doi.org/10.1007/978-1-4614-0539-9_877

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Taxonomy: Physicochemical and Pharmacological Properties of Sesquiterpene Esters – The Bicyclic Sesquiterpene Esters – Daucanes (Carotanes) – Monoesters

Biological sources: Ferula communis L. subsp. communis [1]

C23H28O4: 370.1988

Mp: gum [1]

UV (CHCl3) 259 (ε 15550) [1]

IR (KBr): 2960, 2940, 2880, 1710, 1648, 1608, 1580, 1512, 1455, 1372, 1319, 1260, 1170, 1104, 1036, 850, 772 [1]

MS: 370 [M]+ (49.8), 355 [M − Me]+ (10.1), 327 [M − iso-Pr]+ (6.4), 289 [C17H22O4]+ (11.4), 271 [C17H22O4 − H2O]+ (14.3), 218 [M − p-anisic acid]+ (78.3), 203 [M − p-anisic acid − Me − H2O]+ (53.5), 175 [M − p-anisic acid − iso-Pr]+ (67.4), 152 [p-anisic acid]+ (86.4), 135 [p-anisate]+ (100), 121 (59), 107 (64.4), 92 (60.7) [1]

1H NMR (200 MHz, CDCl3): 0.91 (3H, s, H-14), 0.94 (3H, d, J = 6.5, H-13), 1.07 (3H, d, J = 6.5, H-12), 4.73 (2H, br s, H-15), 5.87 (1H, br t, H-9); OAnis: 3.87 (3H, s, OCH3), 6.93 (2H, d, J = 8, H-3′, H-5′), 8.1 (2H, d, J = 8, H-2′, H-6′) [1]

13 C NMR(22.6...
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References

  1. 1.
    M. Miski, T.J. Mabry, Phytochemistry 24(8), 1735 (1985)CrossRefGoogle Scholar

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