Natural Compounds

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

10α-Acetoxy-6α-anisoyloxy-5α(H)-dauc-8-en-4β-ol (10α-Acetoxy-6α-p-anisate of Jaeschkeanadiol)

Reference work entry
DOI: https://doi.org/10.1007/978-1-4614-0539-9_949

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

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

C25H34O6: 430.2355

Mp: gum [1]

UV (CHCl3) 262 (ε 10840) [1]

IR (KBr): 3480, 2960, 2930, 2880, 1720, 1710, 1608, 1585, 1510, 1458, 1375, 1258, 1170, 1120, 1103, 1030, 960, 850, 772, 718 [1]

MS: 430 [M]+ (0.17), 387 [M − iso-Pr]+ (3.4), 327 [M − HOAc − iso-Pr]+ (15.9), 218 [M − HOAc − p-anisic acid]+ (32.6), 175 [M − HOAc − p-anisic acid − iso-Pr]+ (90.3), 157 [M − HOAc − p-anisic acid − iso-Pr − H2O]+ (38.1), 152 [p-anisic acid]+ (64.4), 147 (58.4), 135 [p-anisate]+ (100), 43 (94) [1]

1H NMR (200 MHz, CDCl3): 0.86 (3H, d, J = 6.5, H-13*), 0.99 (3H, d, J = 6.5, H-12*), 1.19 (3H, s, H-14), 1.82 (3H, br s, H-15), 2.09 (3H, s, OAc), 2.26 (1H, dd, J = 2.5; 14.5, H-7β), 2.76 (1H, d, J = 10.5, H-5), 4.9 (1H, d, J = 6.5, H-10), 5.42 (1H, dt, J = 2.5; 9.5; 10.5,...

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References

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

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