Natural Compounds

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

6α-Angeloyloxy-5α(H)-dauc-8-ene-4β,10α-diol (6-Angeloyl-10-hydroxy-jaeschkeanadiol; 10-Deangeloylpallinin)

Reference work entry
DOI: https://doi.org/10.1007/978-1-4614-0539-9_854

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

Biological sources: Ferula communis L. var. brevifolia Boiss. [1]; F. arrigonii E. Bocchieri [2]

C20H32O4: 336. 2301

[α]D −57.8° (c 0.5, CHCl3) [1]; oil [2]

IR: 3481, 2965, 2876, 1697, 1646, 1570, 1548, 1456, 1381, 1239, 1165, 1101, 1022, 986, 955, 923, 849, 738 [1]

IR (liquid film): 3460 (OH), 1710 (ester CO), 1250, 1189, 1107, 1060, 750 [2]

MS: 275 (20), 257 (3), 236 (56), 221 (3), 219 (2), 218 (5), 203 (4), 200 (2), 193 (11), 175 (75), 165 (8), 157 (18), 147 (31), 135 (27), 133 (32), 132 (48), 123 (15), 121 (24), 119 (52), 109 (27), 107 (20), 105 (40), 95 (27), 93 (18), 91 (26), 83 (100), 71 (99) [1]

CI-MS: 337 [M + H]+ (40), 319 (100) [2]

1H NMR: 0.91(3H, d, J = 6.8, H-12), 0.93 (3H, d, J = 6.8, H-13), 1.09 (3H, s, H-14), 1.35 and 1.77 (2H, ddd, J = 11.9; 10.6, H-2α, H-2β), 1.57 and 1.91 (2H, ddd, J =...

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References

  1. 1.
    D. Lamnaouer, M.T. Martin, D. Molho, B. Bodo, Phytochemistry 28(10), 2711 (1989)CrossRefGoogle Scholar
  2. 2.
    G. Appendino, J. Jakupovic, S. Alloatti, M. Ballero, Phytochemistry 45(8), 1639 (1997)CrossRefGoogle Scholar

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